2-O-alpha-D-Mannopyranosyl-D-mannopyranose

Base Information

• Chemical Name: 2-O-alpha-D-Mannopyranosyl-D-mannopyranose
• CAS No.: 15548-39-7
• Molecular Formula: C12H22 O11
• Molecular Weight: 342.3
• Hs Code.: 29400090
• UNII: JSS99DM8F7
• DSSTox Substance ID: DTXSID60455214
• Nikkaji Number: J870.326D
• Wikipedia: 2%CE%B1-Mannobiose
• Wikidata: Q4634020
• Metabolomics Workbench ID: 60698
• Mol file: 15548-39-7.mol

Synonyms:2-O-alpha-D-Mannopyranosyl-D-mannopyranose;15548-39-7;2alpha-Mannobiose;(Man)2;2+/--Mannobiose;alpha-Man-(1->2)-Man;alpha-1,2-Mannobiose;alpha-D-Man-(1->2)-D-Man;JSS99DM8F7;alpha-D-mannosyl-(1->2)-D-mannose;alpha-D-Manp-(1->2)-D-Manp;UNII-JSS99DM8F7;(3S,4S,5S,6R)-6-(hydroxymethyl)-3-[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2,4,5-triol;CHEBI:59584;D-Mannopyranose, 2-o-alpha-D-mannopyranosyl-;alpha-D-mannopyranosyl-(1->2)-D-mannopyranose;Mannopyranose, 2-o-alpha-D-mannopyranosyl-, D-;alpha-D-Man-[1->2]-D-Man;2.alpha.-Mannobiose;(3S,4S,5S,6R)-6-(Hydroxymethyl)-3-((2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyoxane-2,4,5-triol;2-O-(a-D-Mannopyranosyl)-D-mannopyranose;2-Mannobiose;2-alpha-Mannobios;2-alpha-Mannobiose;2 alpha -Mannobiose;Man(a1-2)Man;bmse000910;Epitope ID:136104;SCHEMBL4937744;2-O-(a-D-Mannopyranosyl)-D-;DTXSID60455214;HIWPGCMGAMJNRG-VXSGSMIHSA-N;2alpha-Mannobiose, >=93% (HPLC);M2-2;PD063973;Q4634020;W-201403;2-O-.ALPHA.-D-MANNOPYRANOSYL-D-MANNOPYRANOSE;O_FULL_20000000000000_GS_437_c3;MANNOPYRANOSE, 2-O-.ALPHA.-D-MANNOPYRANOSYL-, D-

Chemical Property of 2-O-alpha-D-Mannopyranosyl-D-mannopyranose

Chemical Property:

• Boiling Point: 700.9±60.0 °C(Predicted)
• PKA: 11.91±0.70(Predicted)
• PSA: 189.53000
• Density: 1.76±0.1 g/cm3(Predicted)
• LogP: -5.39720
• Storage Temp.: −20°C
• Solubility.: Water (Slightly)
• XLogP3: -4.2
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 4
• Exact Mass: 342.11621151
• Heavy Atom Count: 23
• Complexity: 382

Purity/Quality:

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

2-O-(a-D-Mannopyranosyl)-D-mannopyranose ^*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)O)OC2C(C(C(C(O2)CO)O)O)O)O)O)O
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)O[C@H]2[C@H]([C@@H]([C@H](OC2O)CO)O)O)O)O)O)O
• Uses: 2-O-(a-D-Mannopyranosyl)-D-mannopyranose is a component of yeast Candida catenulata that may provide antigenic effects.

Technology Process of 2-O-alpha-D-Mannopyranosyl-D-mannopyranose

There total 7 articles about 2-O-alpha-D-Mannopyranosyl-D-mannopyranose 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: 88.0%

benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside (82703-50-2) → α-D-mannopyranosyl-(1->2)-D-mannopyranoside (15548-39-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 72h; under 760.051 Torr;

DOI:10.1039/c1cc12981c

Reference yield: 75.0%

D-Mannose (530-26-7) + guanosine diphosphate mannose (755712-80-2) → α-D-mannopyranosyl-(1->2)-D-mannopyranoside (15548-39-7)

Guidance literature:

With HEPES-buffer; for 23h; Ambient temperature; recombinanted Escherichia coli cells, pH 7;

Reference yield: 7.9%

D-Mannose (530-26-7) → α-D-mannopyranosyl-(1->6)-α,β-D-mannose (15548-40-0) + 3-O-α-D-mannopyranosyl-D-mannopyranose (23745-85-9) + α-D-mannopyranosyl-(1->2)-D-mannopyranoside (15548-39-7)

Guidance literature:

D-Mannose; With hydrogenchloride; In water; at 60 ℃; for 65h; High concentration;

With β-mannosidase from Helix pomatia; water; sodium hydroxide; at 37 ℃; for 24h;

DOI:10.1016/j.carres.2011.10.037

upstream raw materials:

D-Mannose

guanosine diphosphate mannose

benzyl 3,4,6-tri-O-benzyl-2-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside

Downstream raw materials:

D-Mannose

Refernces

• 1、 Ajisaka, Katsumi,Matsuo, Ichiro,Isomura, Megumi,Fujimoto, Hiroshi,Shirakabe, Mayumi,Okawa, Mitsuyo. "Enzymatic synthesis of mannobioses and mannotrioses by reverse hydrolysis using α-mannosidase from Aspergillus niger". . p. 123 - 130. Retrieved 1995.
• 2、 Ajisaka, Katsumi,Yagura, Misato,Miyazaki, Tatsuo. "A novel two-step synthesis of α-linked mannobioses based on an acid-assisted reverse hydrolysis reaction". . p. 147 - 150. Retrieved 2012.
• 3、 Fairweather, Jon K.,Hammond, Edward,Johnstone, Ken D.,Ferro, Vito. "Synthesis and heparanase inhibitory activity of sulfated mannooligosaccharides related to the antiangiogenic agent PI-88". . p. 699 - 709. Retrieved 2008/09/17.