D-Glucosamine-1-phosphate

Base Information

• Chemical Name: D-Glucosamine-1-phosphate
• CAS No.: 19889-76-0
• Molecular Formula: C₆H₁₄NO₈P
• Molecular Weight: 259.153
• Mol file: 19889-76-0.mol

Synonyms:Glucopyranose,2-amino-2-deoxy-, 1-(dihydrogen phosphate), D- (8CI); Glucosamine, 1-phosphate(6CI)

Chemical Property of D-Glucosamine-1-phosphate

Chemical Property:

• Boiling Point: 596.0±60.0 °C(Predicted)
• PKA: 1.73±0.10(Predicted)
• PSA: 172.51000
• Density: 1.81±0.1 g/cm3(Predicted)
• LogP: -2.43770

Purity/Quality:

99%min ^*data from raw suppliers

D-GLUCOSAMINE-1-PHOSPHATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of D-Glucosamine-1-phosphate

There total 5 articles about D-Glucosamine-1-phosphate 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: 95.0%

2-azido-2-deozy-α-D-galactopyranosyl 1-dibenzyl phosphate → 2-amino-2-deoxy-α-D-galactopyranosyl 1-phosphate (2152-75-2,19889-76-0,22916-34-3,35946-79-3,26401-96-7)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; for 2h; under 2068.59 Torr;

DOI:10.1021/ja982783i

Reference yield: 93.1%

D-galactosamine (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) → 2-amino-2-deoxy-α-D-galactopyranosyl 1-phosphate (2152-75-2,19889-76-0,22916-34-3,35946-79-3,26401-96-7)

Guidance literature:

With hydrogenchloride; Bifidobacterium infantis ATCC₁₅₆₉₇ galactokinase; ATP; 2-amino-2-hydroxymethyl-1,3-propanediol; magnesium chloride; In water; at 37 ℃; for 12h; pH=6.5; Enzymatic reaction;

DOI:10.1039/c5cc03746h

Reference yield: 71.0%

(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-galactopyranosyl) dibenzyl phosphate → 2-amino-2-deoxy-α-D-galactopyranosyl 1-phosphate (2152-75-2,19889-76-0,22916-34-3,35946-79-3,26401-96-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; ethyl acetate; for 60h; under 37503 Torr;

DOI:10.1016/S0008-6215(02)00183-0

upstream raw materials:

D-galactosamine

2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-galactopyranose

Downstream raw materials:

uridine 5'-(2-amino-2-deoxy-α-D-galactopyranosyl diphosphate)

3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl dihydrogen phosphate

[13C]-N-acetylglucosamine-1-phosphate

uridine-5'-diphospho-N-acetyl-D-galactosamine

Refernces

• 1、 Li, Lei,Liu, Yonghui,Wang, Wenjun,Cheng, Jiansong,Zhao, Wei,Wang, Peng. "A highly efficient galactokinase from Bifidobacterium infantis with broad substrate specificity". experimental part. p. 35 - 39. Retrieved 2012/08/08.
• 2、 Lazarevic, Daniel,Thiem, Joachim. "Syntheses of unnatural N-substituted UDP-galactosamines as alternative substrates for N-acetylgalactosaminyl transferases". . p. 2187 - 2194. Retrieved 2007/10/03.