D-Galactosamine 1-phosphate

Base Information

• Chemical Name: D-Galactosamine 1-phosphate
• CAS No.: 26401-96-7
• Molecular Formula: C₆H₁₄NO₈P
• Molecular Weight: 259.153
• DSSTox Substance ID: DTXSID30949296
• Mol file: 26401-96-7.mol

Synonyms:galactosamine 1-phosphate;GalN-1-P

Chemical Property of D-Galactosamine 1-phosphate

Chemical Property:

• Vapor Pressure: 1.09E-16mmHg at 25°C
• Boiling Point: 596°C at 760 mmHg
• Flash Point: 314.3°C
• PSA: 172.51000
• Density: 1.81g/cm³
• LogP: -2.43770
• XLogP3: -6.2
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 259.04570340
• Heavy Atom Count: 16
• Complexity: 282

Purity/Quality:

D-Galactosamine1-phosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(C(C(C(O1)OP(=O)(O)O)N)O)O)O
• Isomeric SMILES: C([C@@H]1[C@@H]([C@@H]([C@H](C(O1)OP(=O)(O)O)N)O)O)O

Technology Process of D-Galactosamine 1-phosphate

There total 20 articles about D-Galactosamine 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-glucosamine-6-phosphate

O³,O⁴,O⁶-triacetyl-2-amino-O¹-diphenoxyphosphoryl-2-deoxy-α-D-glucopyranose; hydrochloride

3,4,6-tri-O-acetyl-2-acetamido-1-O-[bis(benzyloxy)phophoryl]-2-deoxy-α-D-glucopyranose

(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucpyranosyl) dibenzyl phosphate

Downstream raw materials:

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

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

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

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

Refernces

• 1、 Passalacqua, Luiz F. M.,Jimenez, Randi M.,Fong, Jennifer Y.,Lupták, Andrej. "Allosteric Modulation of the Faecalibacterium prausnitzii Hepatitis Delta Virus-like Ribozyme by Glucosamine 6-Phosphate: The Substrate of the Adjacent Gene Product". . p. 6006 - 6014. Retrieved 2017/11/21.
• 2、 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.