UDP-ALPHA-D-N-ACETYLGALACTOSAMINE, DISODIUM SALT

Base Information

• Chemical Name: UDP-ALPHA-D-N-ACETYLGALACTOSAMINE, DISODIUM SALT
• CAS No.: 108320-87-2
• Molecular Formula: C17H27 N3 O17 P2 . 2 Na
• Molecular Weight: 651.32
• Hs Code.: 29349990
• Mol file: 108320-87-2.mol

Synonyms:UDP-GALNAC, 2NA;UDP-ALPHA-D-N-ACETYLGALACTOSAMINE, DISODIUM SALT;URIDINE-DIPHOSPHATE-N-ACETYLGALACTOSAMINE DISODIUM SALT;URIDINE[5’]DIPHOSPHO[1](2-ACETAMINO-2-DEOXY-ALPHA-D-GALACTOPYRANOSE) DISODIUM SALT;URIDINE 5’-DIPHOSPHO-N-ACETYLGALACTOSAMINE DISODIUM SALT;UDP-a-D-N-Acetylgalactosamine,Disodium Salt;uridine 5-diphospho-N-*acetylgalactosamine disod;URIDINE-5’-DIPHOSPHO-N-ACETYL-GALACTOS-&

Chemical Property of UDP-ALPHA-D-N-ACETYLGALACTOSAMINE, DISODIUM SALT

Chemical Property:

• PSA: 331.14000
• LogP: -3.38260
• Storage Temp.: −20°C
• Solubility.: H2O: 50 mg/mL, clear, colorless

Purity/Quality:

98%,99%, ^*data from raw suppliers

UDP-N-acetyl-D-galactosamine disodium salt ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Description: Udp-alpha-d-n-acetylgalactosamine, disodium salt is a donor substrate for N-acetylgalactosaminyltransferases. Udp-alpha-d-n-acetylgalactosamine, disodium salt is useful in the synthesis of aryl azide derivatives that can be employed in affinity labeling of glycosyltransferases and UDP-HexNAc pyrophosphorylase. Udp-alpha-d-n-acetylgalactosamine, disodium salt can be used to treat and prevent renal inflammation association with infection.
• Uses: Uridine 5′-Diphospho-N-acetylgalactosamine Disodium Salt can be used to treat and prevent renal inflammation association with infection. Uridine 5′-diphospho-N-acetylgalactosamine disodium salt has been used as a substrate for polypeptide N-acetylgalactosaminyltransferase (ppGalNAc-T).

Technology Process of UDP-ALPHA-D-N-ACETYLGALACTOSAMINE, DISODIUM SALT

There total 4 articles about UDP-ALPHA-D-N-ACETYLGALACTOSAMINE, DISODIUM SALT which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

C8H14NO9P(2-)*2Na(1+) + UTP (63-39-8) → P'-[2-(acetylamino)-2-deoxy-α-D-galactopyranosyl] ester uridine 5'-(trihydrogen diphosphate), disodium salt (108320-87-2)

Guidance literature:

With 1,4-dithio-D,L-threitol; magnesium chloride; at 30 ℃; for 48h; pH=7; aq. buffer; Enzymatic reaction;

DOI:10.1021/jo202322k

Reference yield:

2-acetylamino-2-deoxy-α-D-glucopyranose, 3,4,6-triacetate1-(dihydrogen phosphate) (50711-33-6,74052-07-6,79744-05-1,79769-38-3,116556-97-9) → P'-[2-(acetylamino)-2-deoxy-α-D-galactopyranosyl] ester uridine 5'-(trihydrogen diphosphate), disodium salt (108320-87-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium methylate / methanol / 3 h / 20 °C

2: 1,4-dithio-D,L-threitol; magnesium chloride / 48 h / 30 °C / pH 7 / aq. buffer; Enzymatic reaction

With 1,4-dithio-D,L-threitol; sodium methylate; magnesium chloride; In methanol; 1: Zemplen deacetylation;

DOI:10.1021/jo202322k

Reference yield:

(3R,4R,5R,6R)-3-acetamido-6-(acetoxymethyl)tetrahydro-2H-pyran-2,4,5-triyl triacetate (76375-60-5) → P'-[2-(acetylamino)-2-deoxy-α-D-galactopyranosyl] ester uridine 5'-(trihydrogen diphosphate), disodium salt (108320-87-2)

Guidance literature:

Multi-step reaction with 3 steps

1: phosphoric acid / 2 h / 60 °C / Vacuum

2: sodium methylate / methanol / 3 h / 20 °C

3: 1,4-dithio-D,L-threitol; magnesium chloride / 48 h / 30 °C / pH 7 / aq. buffer; Enzymatic reaction

With 1,4-dithio-D,L-threitol; phosphoric acid; sodium methylate; magnesium chloride; In methanol; 1: MacDonald phosphorylation / 2: Zemplen deacetylation;

DOI:10.1021/jo202322k

upstream raw materials:

N-acetoxysuccinimide

UDP-α-D-galactosamine disodium salt

2-acetylamino-2-deoxy-α-D-glucopyranose, 3,4,6-triacetate1-(dihydrogen phosphate)

(3R,4R,5R,6R)-3-acetamido-6-(acetoxymethyl)tetrahydro-2H-pyran-2,4,5-triyl triacetate

Refernces

• 1、 Heidlas,Lees,Whitesides. "Practical enzyme-based syntheses of uridine 5'-diphosphogalactose and uridine 5'-diphospho-N-acetylgalactosamine on a gram scale". . p. 152 - 157. Retrieved 2007/10/02.