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57757-57-0 Usage

Description

3,3'-Dithiodipropionic acid di(N-succinimidy) ester (DSP) is a homobifunctional cross-linking reagent that contains a cleavable disulfide linkage. It is an off-white solid and is typically coupled to molecules containing primary amines by amide bonds buffered at pH 7.5 (6.5-8.5). DSP crosslinker is a cleavable crosslinker with two terminal NHS ester moieties that can react with primary amines. The disulfide bonds can be cleaved via a reduction reaction using Dithiothreitol (DTT) reagent.

Uses

Used in Biochemistry and Molecular Biology:
3,3'-Dithiodipropionic acid di(N-succinimidy) ester (DSP) is used as an amine reactive homobifunctional cross-linking reagent for the crosslinking of intracellular proteins prior to cell lysis. It is cleavable under mild conditions with hydroxylamine (pH 8.5, 3-6 hours, 37°C), making it a useful tool in studying protein interactions and structures.
Used in Pharmaceutical and Diagnostic Applications:
DSP has been used as a protein cross-linker in the development of drugs and diagnostic tools. Its ability to form stable amide bonds with primary amines and the cleavability of its disulfide linkage make it a versatile reagent for various applications in the pharmaceutical and diagnostic industries.
Used in Research and Development:
In the research and development sector, 3,3'-dithiodipropionic acid di(N-succinimidy) ester (DSP) is used as a cross-linking agent to study the structure and function of proteins, as well as to develop new methods for protein modification and analysis. Its cleavability under specific conditions allows for the investigation of protein interactions and the exploration of novel protein-based therapeutics.

Check Digit Verification of cas no

The CAS Registry Mumber 57757-57-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,7,7,5 and 7 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 57757-57:
(7*5)+(6*7)+(5*7)+(4*5)+(3*7)+(2*5)+(1*7)=170
170 % 10 = 0
So 57757-57-0 is a valid CAS Registry Number.

57757-57-0 Well-known Company Product Price

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  • TCI America

  • (D2473)  Di(N-succinimidyl) 3,3'-Dithiodipropionate [Cross-linking Reagent]  >97.0%(N)

  • 57757-57-0

  • 200mg

  • 780.00CNY

  • Detail
  • TCI America

  • (D2473)  Di(N-succinimidyl) 3,3'-Dithiodipropionate [Cross-linking Reagent]  >97.0%(N)

  • 57757-57-0

  • 1g

  • 2,700.00CNY

  • Detail
  • TCI America

  • (D2473)  Di(N-succinimidyl) 3,3'-Dithiodipropionate [Cross-linking Reagent]  >97.0%(N)

  • 57757-57-0

  • 5g

  • 7,600.00CNY

  • Detail

57757-57-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,3'-DITHIODIPROPIONIC ACID DI(N-SUCCINIMIDYL ESTER)

1.2 Other means of identification

Product number -
Other names (2,5-dioxopyrrolidin-1-yl) 3-[[3-(2,5-dioxopyrrolidin-1-yl)oxy-3-oxopropyl]disulfanyl]propanoate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:57757-57-0 SDS

57757-57-0Synthetic route

di(succinimido) carbonate
74124-79-1

di(succinimido) carbonate

3,3'-dithiobis(propionic acid)
1119-62-6

3,3'-dithiobis(propionic acid)

3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃;93%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

3,3'-dithiobis(propionic acid)
1119-62-6

3,3'-dithiobis(propionic acid)

3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 2h;85%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 15h;78%
With carbodiimide hydrochloric acid salt In dichloromethane at 20℃; for 24h;73%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

3-mercaptopropionic acid
107-96-0

3-mercaptopropionic acid

3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

Conditions
ConditionsYield
Inert atmosphere;
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

N-butylamine
109-73-9

N-butylamine

3,3'-disulfanediylbis(N-butylpropanamide)
927-42-4

3,3'-disulfanediylbis(N-butylpropanamide)

Conditions
ConditionsYield
In methanol at 20℃; for 24h;97%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

di-tert-butyl 4,4'-(3,3'-disulfanediylbis(propanoyl))bis(piperazine-1-carboxylate)
1271773-90-0

di-tert-butyl 4,4'-(3,3'-disulfanediylbis(propanoyl))bis(piperazine-1-carboxylate)

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h;94%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

C49H97NO45P4

C49H97NO45P4

C104H200N2O92P8S2

C104H200N2O92P8S2

Conditions
ConditionsYield
Stage #1: 3,3'-dithiodipropionic acid, bis(succinimido) ester; C49H97NO45P4 In aq. phosphate buffer; dimethyl sulfoxide at 20℃; pH=7.4;
Stage #2: With 1,4-dithio-D,L-threitol In aq. phosphate buffer; dimethyl sulfoxide at 40℃; for 2h;
88%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

6A,6D-diamino-6A,6D-deoxy-β-cyclodextrin bis(hydrogen carbonate)

6A,6D-diamino-6A,6D-deoxy-β-cyclodextrin bis(hydrogen carbonate)

poly[6A,6D-diamino-6A,6D-dideoxy-β-cyclodextrin bis(hydrogen carbonate)-co-dithiobis(succinimidyl propionate)]

poly[6A,6D-diamino-6A,6D-dideoxy-β-cyclodextrin bis(hydrogen carbonate)-co-dithiobis(succinimidyl propionate)]

Conditions
ConditionsYield
With sodium hydroxide In chloroform; water for 0.5h; pH=10;85%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

C92H130N28O24S2

C92H130N28O24S2

C102H141N29O29S4

C102H141N29O29S4

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 12h;83.5%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

2-(4-aminophenyl)-1-(4-nitrophenyl)-1-azidopropan-2-ol

2-(4-aminophenyl)-1-(4-nitrophenyl)-1-azidopropan-2-ol

3,3'-dithiodipropionic acid, bis<<4-<3-(4-nitrophenyl)-3-azido-2-hydroxypropyl>phenyl>amide>

3,3'-dithiodipropionic acid, bis<<4-<3-(4-nitrophenyl)-3-azido-2-hydroxypropyl>phenyl>amide>

Conditions
ConditionsYield
In dichloromethane81%
In dichloromethane for 48h; Heating;55%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

C17H31N7O4
1202964-95-1

C17H31N7O4

C40H68N14O10S2
1202964-98-4

C40H68N14O10S2

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 12h;80%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

C43H71N19O8
1202964-96-2

C43H71N19O8

C92H148N38O18S2
1202964-99-5

C92H148N38O18S2

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 12h;74%
tyrosamine
51-67-2

tyrosamine

3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

tyramine-DSP
1375482-35-1

tyramine-DSP

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 40℃; for 24h;70%
In N,N-dimethyl-formamide at 40℃; for 24h;
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

N-(6-aminohexyl)-N-methyl-L-valyl-N-[(3R,4S,5S)-1-{(2S)-2-[(1R,2R)-3-{[(2S)-3-(1H-indol-3-yl)-1-(1,2-oxazinan-2-yl)-1-oxopropan-2-yl]amino}-1-methoxy-2-methyl-3-oxopropyl]pyrrolidin-1-yl}-3-methoxy-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide

N-(6-aminohexyl)-N-methyl-L-valyl-N-[(3R,4S,5S)-1-{(2S)-2-[(1R,2R)-3-{[(2S)-3-(1H-indol-3-yl)-1-(1,2-oxazinan-2-yl)-1-oxopropan-2-yl]amino}-1-methoxy-2-methyl-3-oxopropyl]pyrrolidin-1-yl}-3-methoxy-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide

N-(6-{[3-({3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}disulphanyl)propanoyl]amino}hexyl)-N-methyl-L-valyl-N-[(3R,4S,5S)-1-{(2S)-2-[(1R,2R)-3-{[(2S)-3-(1H-indol-3-yl)-1-(1,2-oxazinan-2-yl)-1-oxopropan-2-yl]amino}-1-methoxy-2-methyl-3-oxopropyl]pyrrolidin-1-yl}-3-methoxy-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide

N-(6-{[3-({3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}disulphanyl)propanoyl]amino}hexyl)-N-methyl-L-valyl-N-[(3R,4S,5S)-1-{(2S)-2-[(1R,2R)-3-{[(2S)-3-(1H-indol-3-yl)-1-(1,2-oxazinan-2-yl)-1-oxopropan-2-yl]amino}-1-methoxy-2-methyl-3-oxopropyl]pyrrolidin-1-yl}-3-methoxy-5-methyl-1-oxoheptan-4-yl]-N-methyl-L-valinamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;68%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;68%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

1,2-dipalmitoyl-3-sn-phosphatidylethanolamine
923-61-5

1,2-dipalmitoyl-3-sn-phosphatidylethanolamine

Hexadecanoic acid (R)-2-({2-[3-(2-{2-[((R)-2,3-bis-hexadecanoyloxy-propoxy)-hydroxy-phosphoryloxy]-ethylcarbamoyl}-ethyldisulfanyl)-propionylamino]-ethoxy}-hydroxy-phosphoryloxy)-1-hexadecanoyloxymethyl-ethyl ester
136425-02-0

Hexadecanoic acid (R)-2-({2-[3-(2-{2-[((R)-2,3-bis-hexadecanoyloxy-propoxy)-hydroxy-phosphoryloxy]-ethylcarbamoyl}-ethyldisulfanyl)-propionylamino]-ethoxy}-hydroxy-phosphoryloxy)-1-hexadecanoyloxymethyl-ethyl ester

Conditions
ConditionsYield
In dichloromethane at 20℃; for 12h;64%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

L-Aspartic acid
56-84-8

L-Aspartic acid

disulfide of disodium N-(3-mercaptopropanoyl)-L-aspartate

disulfide of disodium N-(3-mercaptopropanoyl)-L-aspartate

Conditions
ConditionsYield
Stage #1: 3,3'-dithiodipropionic acid, bis(succinimido) ester; L-Aspartic acid With sodium hydrogencarbonate In water; dimethyl sulfoxide for 24h; pH=9;
Stage #2: With hydrogenchloride In dichloromethane; water; dimethyl sulfoxide pH=7;
53%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

6'-O-p-aminophenyl-6-heptylphosphonatosucrose
376586-63-9

6'-O-p-aminophenyl-6-heptylphosphonatosucrose

C56H90N2O28P2S2
376586-89-9

C56H90N2O28P2S2

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 60℃; for 8h;51%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

Asp-Asp-Asp-Asp-Asp-NH2
1504585-19-6

Asp-Asp-Asp-Asp-Asp-NH2

1-[(4-aminomethyl)phenyl]-1,2,2-triphenylethene
1504585-16-3

1-[(4-aminomethyl)phenyl]-1,2,2-triphenylethene

C53H57N7O17S2
1504585-20-9

C53H57N7O17S2

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 20℃; for 24h;49%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

xanthine amine congener
96865-92-8

xanthine amine congener

3-[2-(2-{2-[4-(2,6-Dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-phenoxy]-acetylamino}-ethylcarbamoyl)-ethyldisulfanyl]-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester

3-[2-(2-{2-[4-(2,6-Dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-phenoxy]-acetylamino}-ethylcarbamoyl)-ethyldisulfanyl]-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester

Conditions
ConditionsYield
In N,N-dimethyl-formamide46%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

1-O-hexadecanoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine

1-O-hexadecanoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine

di-[1-palmitoyl-2-hydroxy-sn-glycero-3-phosphoethanol-(3'-thio)propionamide]
817202-05-4

di-[1-palmitoyl-2-hydroxy-sn-glycero-3-phosphoethanol-(3'-thio)propionamide]

Conditions
ConditionsYield
With triethylamine In methanol; chloroform at 20℃; for 5h;46%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

potassium [(N,N-bis(carboxymethyl)-(S)-phenylalanine)(lysine)cobalt(III)]

potassium [(N,N-bis(carboxymethyl)-(S)-phenylalanine)(lysine)cobalt(III)]

water
7732-18-5

water

[Co(N(CH2CO2)2CH(CO2)CH2C6H5)(NH2CH(CO2)(CH2)4NHCOC2H4S)]2(2-)*2K(1+)*4H2O=[(Co(C22H28N3O9S))2]K2*4H2O

[Co(N(CH2CO2)2CH(CO2)CH2C6H5)(NH2CH(CO2)(CH2)4NHCOC2H4S)]2(2-)*2K(1+)*4H2O=[(Co(C22H28N3O9S))2]K2*4H2O

Conditions
ConditionsYield
With triethylamine In dimethyl sulfoxide stoich., stirred for 3 h; evapd. to dryness, recrystd. (methanol); elem. anal.;46%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

1-[(4-aminomethyl)phenyl]-1,2,2-triphenylethene
1504585-16-3

1-[(4-aminomethyl)phenyl]-1,2,2-triphenylethene

Asp-Asp-Asp-Asp-Asp-cyclic(Arg-Gly-Asp-D-Phe-Lys)
1504585-17-4

Asp-Asp-Asp-Asp-Asp-cyclic(Arg-Gly-Asp-D-Phe-Lys)

C80H95N15O24S2
1504585-18-5

C80H95N15O24S2

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 20℃; for 24h;45%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

N-{4-[1-{4-[(3-aminopropyl)carbamoyl]benzyl}-4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl]phenyl}-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide

N-{4-[1-{4-[(3-aminopropyl)carbamoyl]benzyl}-4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl]phenyl}-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide

N-{4-[1-{4-[(3-{[3-({3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}disulfanyl)propanoyl]amino}propyl)carbamoyl]benzyl}-4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl]phenyl}-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide

N-{4-[1-{4-[(3-{[3-({3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}disulfanyl)propanoyl]amino}propyl)carbamoyl]benzyl}-4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl]phenyl}-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;35%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

C81H96N20O18Si

C81H96N20O18Si

C38H31N3O2S*C2HF3O2

C38H31N3O2S*C2HF3O2

C126H135N23O22S3Si

C126H135N23O22S3Si

Conditions
ConditionsYield
32%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

C82H97N19O18Si

C82H97N19O18Si

C38H31N3O2S

C38H31N3O2S

TPETP-SS-DEVD-TPS-cRGD

TPETP-SS-DEVD-TPS-cRGD

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 20℃; for 24h;32%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

potassium [(N,N-bis(carboxymethyl)-(R)-phenylalanine)(lysine)cobalt(III)]

potassium [(N,N-bis(carboxymethyl)-(R)-phenylalanine)(lysine)cobalt(III)]

water
7732-18-5

water

[Co(N(CH2CO2)2CH(CO2)CH2C6H5)(NH2CH(CO2)(CH2)4NHCOC2H4S)]2(2-)*2K(1+)*5H2O=[(Co(C22H28N3O9S))2]K2*5H2O

[Co(N(CH2CO2)2CH(CO2)CH2C6H5)(NH2CH(CO2)(CH2)4NHCOC2H4S)]2(2-)*2K(1+)*5H2O=[(Co(C22H28N3O9S))2]K2*5H2O

Conditions
ConditionsYield
With triethylamine In dimethyl sulfoxide stoich., stirred for 3 h; evapd. to dryness, recrystd. (methanol); elem. anal.;31%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

2-aminoethylfolic acid γ-amide
197151-85-2

2-aminoethylfolic acid γ-amide

N-(3-aminopropyl)-6-(((di-pyridin-2-yl-methyl)pyridin-2-ylmethylamino)methyl)nicotinamide
321907-45-3

N-(3-aminopropyl)-6-(((di-pyridin-2-yl-methyl)pyridin-2-ylmethylamino)methyl)nicotinamide

(S)-22-(4-(((2-amino-4-hydroxypteridin-6-yl)methyl)amino)benzamido)-1-(6-(((di(pyridin-2-yl)methyl)(pyridin-2-ylmethyl)amino)methyl)pyridin-3-yl)-1,7,14,19-tetraoxo-10,11-dithia-2,6,15,18-tetraazatricosan-23-oic acid

(S)-22-(4-(((2-amino-4-hydroxypteridin-6-yl)methyl)amino)benzamido)-1-(6-(((di(pyridin-2-yl)methyl)(pyridin-2-ylmethyl)amino)methyl)pyridin-3-yl)-1,7,14,19-tetraoxo-10,11-dithia-2,6,15,18-tetraazatricosan-23-oic acid

Conditions
ConditionsYield
In dimethyl sulfoxide at 20℃;29%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

N-{4-[1-(4-aminobutyl)-4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl]phenyl}-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide

N-{4-[1-(4-aminobutyl)-4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl]phenyl}-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide

N,N'-(disulfanediylbis{(1-oxopropane-3,1-diyl)iminobutane-4,1-diyl[4-methyl-6-oxo-5,6-dihydropyridazine-1,3(4H)-diyl]benzene-4,1-diyl})bis(1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide)

N,N'-(disulfanediylbis{(1-oxopropane-3,1-diyl)iminobutane-4,1-diyl[4-methyl-6-oxo-5,6-dihydropyridazine-1,3(4H)-diyl]benzene-4,1-diyl})bis(1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide)

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 14h;18%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

N-{4-[1-(4-aminobutyl)-4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl]phenyl}-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide

N-{4-[1-(4-aminobutyl)-4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl]phenyl}-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide

N-{4-[1-(4-{[3-({3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}disulfanyl)propanoyl]amino}butyl)-4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl]phenyl}-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide

N-{4-[1-(4-{[3-({3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}disulfanyl)propanoyl]amino}butyl)-4-methyl-6-oxo-1,4,5,6-tetrahydropyridazin-3-yl]phenyl}-1,3-dihydro-2H-pyrrolo[3,4-c]pyridine-2-carboxamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 14h;13%
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

tert-butylamine
75-64-9

tert-butylamine

N,N'-di-t-butyl-3,3'-dithiodipropionamide
33311-96-5

N,N'-di-t-butyl-3,3'-dithiodipropionamide

Conditions
ConditionsYield
In dichloromethane for 0.666667h; Ambient temperature;
3,3'-dithiodipropionic acid, bis(succinimido) ester
57757-57-0

3,3'-dithiodipropionic acid, bis(succinimido) ester

bovine serum albumin; with an average 23 NH2 per mol

bovine serum albumin; with an average 23 NH2 per mol

N-hydroxysuccinimide dithiopropionate-substituted bovine serum albumin; with an average of 23 NH2 per mol

N-hydroxysuccinimide dithiopropionate-substituted bovine serum albumin; with an average of 23 NH2 per mol

Conditions
ConditionsYield
pH=8; Substitution;

57757-57-0Relevant articles and documents

Negative ion fragmentations of disulfide-containing crosslinking reagents are competitive with aspartic acid side-chain-induced cleavages

Calabrese, Antonio N.,Wang, Tianfang,Bowie, John H.,Pukala, Tara L.

, p. 238 - 248 (2013)

RATIONALE: It has been shown that the disulfide moiety in the chemical crosslinking reagent dithiobis(succinimidyl)propionate (DSP), which is similar in structure to the natural cystine disulfide, cleaves preferentially to the peptide backbone in the negative ion mode. However, the tandem mass (MS/MS) spectra of peptides in the negative ion mode are often dominated by products arising from low-energy, side-chain-induced processes, which may compete with any facile cross-linker fragmentations and complicate identification of chemical crosslinks in a complex mixture. METHODS: Two disulfide-containing crosslinking reagents similar to DSP, but with varying spacer arm lengths, were synthesized and the MS/MS spectra of several model peptides cross-linked with these reagents were investigated. Theoretical calculations were used to describe the energetics of the cross-linker fragmentations as well as several low-energy side-chain-induced fragmentations which compete with disulfide cleavages. RESULTS: Altering the spacer arm length of the cross-linker, such that there is one methylene group less than in DSP, results in a more facile cleavage process, whilst the opposite is true when a methylene group is added. Of the low-energy side-chain-induced fragmentations studied, only those from aspartic acid compete significantly with those of the cross-linker disulfide. CONCLUSIONS: Lowenergy cleavage processes from aspartic acid that compete with cross-linker fragmentations occur in the negative ion MS/MS spectra of the cross-linked peptides, irrespective of the spacer arm length. Other fragmentation pathways do not significantly interfere with low-energy disulfide cleavage, making the presence of additional product ions in the MS/MS spectrum diagnostic for the presence of aspartic acid. Copyright

Neuroprotective effect of gold nanoparticles composites in Parkinson's disease model

Hu, Kaikai,Chen, Xiaohui,Chen, Wuya,Zhang, Lingkun,Li, Jian,Ye, Jialin,Zhang, Yuxiao,Zhang, Li,Li, Chu-Hua,Yin, Liang,Guan, Yan-Qing

, p. 1123 - 1136 (2018)

Parkinson's disease (PD) is second most common neurodegenerative disorder worldwide. Although drugs and surgery can relieve the symptoms of PD, these therapies are incapable of fundamentally treating the disease. For PD patients, over-expression of α-synuclein (SNCA) leads to the death of dopaminergic neurons. This process can be prevented by suppressing SNCA over-expression through RNA interference. Here, we successfully synthesized gold nanoparticles (GNP) composites (CTS@GNP-pDNA-NGF) via the combination of electrostatic adsorption and photochemical immobilization, which could load plasmid DNA (pDNA) and target specific cell types. GNP was transfected into cells via endocytosis to inhibiting the apoptosis of PC12 cells and dopaminergic neurons. Simultaneously, GNP composites are also used in PD models in vivo, and it can successfully cross the blood-brain barrier by contents of GNP in the mice brain. In general, all the works demonstrated that GNP composites have good therapeutic effects for PD models in vitro and in vivo.

Fabrication of highly stable glyco-gold nanoparticles and development of a glyco-gold nanoparticle-based oriented immobilized antibody microarray for lectin (GOAL) assay

Huang, Li-De,Adak, Avijit K.,Yu, Ching-Ching,Hsiao, Wei-Chen,Lin, Hong-Jyune,Chen, Mu-Lin,Lin, Chun-Cheng

, p. 3956 - 3967 (2014)

The design of high-affinity lectin ligands is critical for enhancing the inherently weak binding affinities of monomeric carbohydrates to their binding proteins. Glyco-gold nanoparticles (glyco-AuNPs) are promising multivalent glycan displays that can confer significantly improved functional affinity of glyco-AuNPs to proteins. Here, AuNPs are functionalized with several different carbohydrates to profile lectin affinities. We demonstrate that AuNPs functionalized with mixed thiolated ligands comprising glycan (70 mol%) and an amphiphilic linker (30 mol%) provide long-term stability in solutions containing high concentrations of salts and proteins, with no evidence of nonspecific protein adsorption. These highly stable glyco-AuNPs enable the detection of model plant lectins such as Concanavalin A, wheat germ agglutinin, and Ricinus communis Agglutinin 120, at subnanomolar and low picomolar levels through UV/Vis spectrophotometry and dynamic light scattering, respectively. Moreover, we develop in situ glyco-AuNPs-based agglutination on an oriented immobilized antibody microarray, which permits highly sensitive lectin sensing with the naked eye. In addition, this microarray is capable of detecting lectins presented individually, in other environmental settings, or in a mixture of samples. These results indicate that glyconanoparticles represent a versatile and highly sensitive method for detecting and probing the binding of glycan to proteins, with significant implications for the construction of a variety of platforms for the development of glyconanoparticle-based biosensors.

Efficient Light-Harvesting Systems with Tunable Emission through Controlled Precipitation in Confined Nanospace

Li, Chuanqi,Zhang, Jing,Zhang, Shiyong,Zhao, Yan

supporting information, p. 1643 - 1647 (2019/01/04)

Light harvesting is a key step in photosynthesis but creation of synthetic light-harvesting systems (LHSs) with high efficiencies has been challenging. When donor and acceptor dyes with aggregation-induced emission were trapped within the interior of cross-linked reverse vesicles, LHSs were obtained readily through spontaneous hydrophobically driven aggregation of the dyes in water. Aggregation in the confined nanospace was critical to the energy transfer and the light-harvesting efficiency. The efficiency of the excitation energy transfer (EET) reached 95 % at a donor/acceptor ratio of 100:1 and the energy transfer was clearly visible even at a donor/acceptor ratio of 10 000:1. Multicolor emission was achieved simply by tuning the donor/acceptor feed ratio in the preparation and the quantum yield of white light emission from the system was 0.38, the highest reported for organic materials in water to date.

For inhibiting neural cell apoptosis of gold nano-particle complexes and use thereof

-

Paragraph 0056-0058, (2018/01/19)

The invention provides a gold nanoparticle complex with an effect of inhibiting nerve cell apoptosis and an application thereof. The gold nanoparticle complex is prepared by the following steps: modifying thiolated chitosan (TCTS) onto the surface of gold nanoparticles, performing electrostatic adsorption on pDNA interfering alpha-synuclein synthesis, finally grafting a nerve growth factor by adopting a photo-grafting method, thereby obtaining the complex. The successfully synthesized gold nanoparticle complex acts on nerve cells, the cell apoptosis can be obviously inhibited by the complex, and the complex has an effect of inhibiting apoptosis of an in-vitro cell model for Parkinson's disease, is a method and novel drug for treating the Parkinson's disease occurring after operative treatment and chemotherapy and has high guiding significance for treating and researching the disease.

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