86061-01-0

Basic information

• Product Name: FMOC-ASP(OTBU)-OPFP
• Synonyms: N-ALPHA-FMOC-L-ASPARTIC ACID BETA-T-BUTYL ESTER PENTAFLUOROPHENYL ESTER;N-ALPHA-FMOC-L-ASPARTIC ACID BETA-TERT-BUTYL ESTER PENTAFLUOROPHENYL ESTER;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-ASPARTIC ACID BETA-T-BUTYL ESTER PENTAFLUORPHENYL ESTER;FMOC-ASPARTIC ACID(OTBU)-OPFP;FMOC-ASP(OBUT)-OPFP;FMOC-ASP(OTBU)-OPFP;FMOC-L-ASPARTIC ACID BETA-T-BUTYL-ALPHA-PENTAFLUOROPHENYL DI-ESTER;FMOC-L-ASPARTIC ACID BETA-T-BUTYL ESTER ALPHA-PENTAFLUOROPHENYL ESTER
• CAS NO: 86061-01-0
• Molecular Formula: C₂₉H₂₄F₅NO₆
• Molecular Weight: 577.5
• Product Categories: Amino Acids;Fmoc-Amino Acids and Derivatives;Fmoc-Amino acid series
• Mol File: 86061-01-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: 90-100°C
• Boiling Point: 665.98 °C at 760 mmHg
• Flash Point: 356.572 °C
• Appearance: White/Powder
• Density: 1.373 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.547
• Storage Temp.: 2-8°C
• CAS DataBase Reference: FMOC-ASP(OTBU)-OPFP(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-ASP(OTBU)-OPFP(86061-01-0)
• EPA Substance Registry System: FMOC-ASP(OTBU)-OPFP(86061-01-0)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 86061-01-0(Hazardous Substances Data)

Usage

General Description

FMOC-ASP(OTBU)-OPFP is a compound used in organic synthesis and chemical research. It is a derivative of aspartic acid, an amino acid found in proteins. The compound has three distinct functional groups, including a fluorophenyl ester, a tert-butyl-protected aspartic acid, and a 9-fluorenylmethoxycarbonyl (FMOC) group. These functional groups make FMOC-ASP(OTBU)-OPFP useful for peptide synthesis and chemical modification of proteins. It is often used as a building block in the creation of bioconjugates, fluorescent probes, and other bioactive compounds. Its unique combination of functional groups and versatility makes it a valuable tool in chemical and biological research.

InChI:InChI=1/C29H24F5NO6/c1-29(2,3)41-20(36)12-19(27(37)40-26-24(33)22(31)21(30)23(32)25(26)34)35-28(38)39-13-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,18-19H,12-13H2,1-3H3,(H,35,38)/t19-/m0/s1

Upstream product

• 771-61-9 2,3,4,5,6-pentafluorophenol 
• 3057-74-7 L-Asp(t-Bu) 
• 88744-04-1 (9-fluorenyl)methyl pentafluorophenyl carbonate 
• 14533-84-7 pentafluorophenyl trifloroacetate 
• 71989-14-5 Fmoc-(tBu)Asp-OH 

Downstream Products

• 86061-07-6 Fmoc-Asp(t-Bu)-Phe-NH₂ 
• 442663-74-3 Fmoc-Asp(tBu)-Ser(tBu)-Lys(Z)-OMe 
• 133565-45-4 (S)-tert-butyl 3-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-hydroxybutanoate 
• 442663-75-4 2-[2-(2-amino-3-tert-butoxycarbonyl-propionylamino)-3-tert-butoxy-propionylamino]-6-benzyloxycarbonylamino-hexanoic acid methyl ester 
• 442663-77-6 2-{2-[2-(2-amino-acetylamino)-3-tert-butoxycarbonyl-propionylamino]-3-tert-butoxy-propionylamino}-6-benzyloxycarbonylamino-hexanoic acid methyl ester 
• 442663-76-5 Fmoc-Gly-Asp(tBu)-Ser(tBu)-Lys(Z)-OMe 
• 442663-78-7 Boc-Arg(Mtr)-Gly-Asp(tBu)-Ser(tBu)-Lys(Z)-OMe 
• 1334511-46-4 N-(9-fluorenylmethoxycarbonyl)-O⁽⁴⁾-tert-butyl-L-aspartyl-N-ethyl-S-triphenylmethyl-L-cysteine 
• 132807-48-8 Fmoc-Asn(Ac3GlcNAcβ1-N-)-O-Pfp 
• 86091-60-3 (S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{(S)-2-[(S)-2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-acetylamino]-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-succinamic acid tert-butyl ester 
• 86061-09-8 (S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{(S)-2-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-succinamic acid tert-butyl ester 
• 86061-08-7 (S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentanoylamino]-succinamic acid tert-butyl ester 
• 51987-61-2 H-Trp-Leu-Asp(O-t-Bu)-Phe-NH₂ 
• 5241-67-8 H-Asp(O-tBu)-Phe-NH₂ 

Relevant articles and documents

4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium Toluene-4-sulfonate (DMT/NMM/TsO?) Universal Coupling Reagent for Synthesis in Solution

4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium toluene-4-sulfonate (DMT/NMM/TsO?), a representative member of the inexpensive and environmentally-friendly N-triazinylammonium family of sulfonates, has been found to be a very effective coupling reagent for the synthesis of amides, esters and peptides in solution. This study confirms the usefulness of DMT/NMM/TsO? for peptide synthesis in solution, starting from Z-, Fmoc-, and Boc-protected substrates as well as unnatural building blocks. Peptide synthesis with DMT/NMM/TsO? produced high yields, with high crude product purity and low risk of racemization. In all cases, stoichiometric amounts of reagents were used and the standard synthetic procedure, without the need for time-consuming optimization stages or expensive chromatographic purification. DMT/NMM/TsO? was also found to be very useful for the synthesis of oligopeptides using a fragment coupling strategy.

P-toluenosulfonate salt of N-Methyl-N-(3,5-dimathoxy-2,4,6-triazinyl-1-)-morpholine and related compounds for use as condensing reagent in peptide synthesis

The invention refers to new quarternary N-(3,5-disubstituted-1,3,5-triazinyl-1)-ammonium salts of sulfonic acids, with formula 1, where R1 and R2 denote in total or independently a halogen atom, an alkyl group, a substituted alkyl gr

Preparation of glycosyl amino acids as building blocks for the combinatorial synthesis of neoglycoconjugates

Several neoglycosyl amino acids possessing a sugar residue, a spacer and a trifunctional amino acid moiety were synthesized both in solution and solid phase by activating the carboxylic group as its pentafluorophenyl ester for condensation. The methodolog