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M6633

Sigma-Aldrich

α-D-Mannose pentaacetate

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Synonym(s):
1,2,3,4,6-Penta-O-acetyl-α-D-mannopyranose
Empirical Formula (Hill Notation):
C16H22O11
CAS Number:
Molecular Weight:
390.34
MDL number:
PubChem Substance ID:
NACRES:
NA.25

biological source

plant (ivory nut palm)

Quality Level

assay

≥98% (TLC)

form

powder

optical activity

[α]25/D 55.0 to 55.8°, c = 2.2% (w/v) in chloroform

technique(s)

thin layer chromatography (TLC): suitable

solubility

chloroform: 100 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

CC(=O)OCC1OC(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O

InChI

1S/C16H22O11/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(27-12)26-11(5)21/h12-16H,6H2,1-5H3

InChI key

LPTITAGPBXDDGR-UHFFFAOYSA-N

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This Item
M1755M2069M3655
vibrant-m

M6633

α-D-Mannose pentaacetate

vibrant-m

M2069

D-(+)-Mannose

vibrant-m

M3655

D-Mannose 6-phosphate sodium salt

technique(s)

thin layer chromatography (TLC): suitable

technique(s)

thin layer chromatography (TLC): suitable

technique(s)

gas chromatography (GC): suitable

technique(s)

HPLC: suitable

biological source

plant (ivory nut palm)

biological source

plant (Phytolacca fructus / pokeweed)

biological source

wood

biological source

synthetic (inorganic)

solubility

chloroform: 100 mg/mL, clear, colorless

solubility

water: 50 mg/mL, clear, colorless

solubility

water: 50 mg/mL, clear, colorless to faintly yellow

solubility

water: 50 mg/mL, clear to cloudy, colorless

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

powder

form

powder

form

powder

form

powder

General description

Mannose is a monosaccharide.

Application

α-D-Mannose pentaacetate was used for glycosylation in a study that assessed novel synthetic inhibitors of selectin-mediated cell adhesion. It has also been used in a study to investigate stereospecific entry to spiroketal glycosides using alkylidenecarbene C−H insertion.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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25G
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D-(+)-Mannose ≥99% (GC), wood

Sigma-Aldrich

M2069

D-(+)-Mannose

Mannose United States Pharmacopeia (USP) Reference Standard

USP

1375182

Mannose

D-(+)-Mannose BioUltra, ≥99.5% (sum of enantiomers, HPLC)

Sigma-Aldrich

63579

D-(+)-Mannose

Duncan J Wardrop et al.
Organic letters, 4(4), 489-492 (2002-02-15)
[reaction: see text] A novel method for the stereospecific preparation of [4.5]spiroketal glycosides utilizing the 1,5 C-H bond insertion of alkylidenecarbenes is described. Treatment of 2-oxopropyl beta-pyranosides A with lithium (trimethylsilyl)diazomethane in THF at -78 degrees C afforded 1,6-dioxaspiro[4,5]decenes B
T P Kogan et al.
Journal of medicinal chemistry, 41(7), 1099-1111 (1998-04-17)
Reports of a high-affinity ligand for E-selectin, sialyl di-Lewis(x) (sLe(x)Le(x), 1), motivated us to incorporate modifications to previously reported biphenyl-based inhibitors that would provide additional interactions with the protein. These compounds were assayed for the ability to inhibit the binding

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