UDP-glucosamine

Base Information

• Chemical Name: UDP-glucosamine
• CAS No.: 17479-04-8
• Molecular Formula: C₁₅H₂₅N₃O₁₆P₂
• Molecular Weight: 565.322
• Mol file: 17479-04-8.mol

Synonyms:Uridine5'-(trihydrogen pyrophosphate), mono(2-amino-2-deoxy-a-D-glucopyranosyl) ester (8CI);UDP-D-glucosamine; UDP-N-glucosamine; UDP-glucosamine; Uridine 5'-diphosphateglucosamine; Uridine diphosphate glucosamine; Uridine diphosphoglucosamine

Chemical Property of UDP-glucosamine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 322.66000
• Density: 1.93g/cm³
• LogP: -3.71470

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of UDP-glucosamine

There total 25 articles about UDP-glucosamine 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: 98.0%

uridine 5'-diphospho-2-deoxy-2-trifluoroacetamido-α-D-glucopyranoside (212137-54-7) → uridine 5'-(2-amino-2-deoxy-α-D-glucopyranosyl)-diphosphate (1109-79-1,15595-27-4,17479-04-8,17479-06-0,19014-01-8,26234-91-3,55660-11-2)

Guidance literature:

With water; potassium carbonate; In methanol; at 20 ℃; pH=9.5;

DOI:10.1039/c1cc14034e

Reference yield: 74.0%

uridine 5'-diphospho-2-azido-2-deoxy-α-D-glucopyranoside (537039-66-0) → uridine 5'-(2-amino-2-deoxy-α-D-glucopyranosyl)-diphosphate (1109-79-1,15595-27-4,17479-04-8,17479-06-0,19014-01-8,26234-91-3,55660-11-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In water; at 20 ℃; for 0.75h; under 760.051 Torr;

Reference yield: 43.0%

2-deoxy-2-amino glucose (90-76-6,90-77-7,530-23-4,579-32-8,579-33-9,643-68-5,2596-19-2,6490-68-2,6490-70-6,6490-72-8,6490-73-9,6490-74-0,14196-84-0,14196-86-2,14257-69-3,58381-21-8) + UTP (63-39-8) → uridine 5'-(2-amino-2-deoxy-α-D-glucopyranosyl)-diphosphate (1109-79-1,15595-27-4,17479-04-8,17479-06-0,19014-01-8,26234-91-3,55660-11-2)

Guidance literature:

With recombinant Bifidobacterium infantis ATCC₁₅₆₉₇ N-acetylhexosamine 1-kinase; recombinant Bifidobacterium longum ATCC₅₅₈₁₃ UDP-sugar pyrophosphorylase; recombinant Pasteurella multocida P-1059 inorganic pyrophosphatase; ATP; magnesium chloride; at 37 ℃; for 24h; pH=8; aq. buffer; Enzymatic reaction;

DOI:10.1039/c2cc17577k

upstream raw materials:

2-amino-2-deoxy-D-glucopyranose-1-(dihydrogen phosphate)

UTP

uridine 5'-diphospho-2-deoxy-2-trifluoroacetamido-α-D-glucopyranoside

2-trifluoroacetamido-2-deoxy-α,β-D-glucopyranose

Downstream raw materials:

C₆₄H₅₆Cl₂N₈O₂₂

uridine 5'-diphospho-2-phenylacetamido-2-deoxy-α-D-glucopyranoside

uridine 5'-diphospho-N-acetylglucosamine

Refernces

• 1、 Wen, Liuqing,Gadi, Madhusudhan Reddy,Zheng, Yuan,Gibbons, Christopher,Kondengaden, Shukkoor Muhammed,Zhang, Jiabin,Wang, Peng George. "Chemoenzymatic Synthesis of Unnatural Nucleotide Sugars for Enzymatic Bioorthogonal Labeling". . p. 7659 - 7666. Retrieved 2018/07/21.
• 2、 -. "Compositions and methods for the transfer of a hexosamine to a modified nucleotide in a nucleic acid". . . Retrieved 2015/12/18.