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M6633

α-D-Mannose pentaacetate

Name: α-<SC>D</SC>-Mannose pentaacetate
Brand: SIGMA

Synonym(s):

1,2,3,4,6-Penta-O-acetyl-α-D-mannopyranose

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₂₂O₁₁

CAS Number:

4163-65-9

Molecular Weight:

390.34

NACRES:

NA.25

PubChem Substance ID:

24897100

UNSPSC Code:

12352201

MDL number:

MFCD00069798

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biological source

plant (ivory nut palm)

Quality Level

200

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

Related Categories

Biochemicals

Carbohydrates for Biochemical Research

Cell Culture Supplements & Reagents

Chemical Biology

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品

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Stereospecific entry to [4.5]spiroketal glycosides using alkylidenecarbene C-H insertion.

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

Novel synthetic inhibitors of selectin-mediated cell adhesion: synthesis of 1,6-bis[3-(3-carboxymethylphenyl)-4-(2-alpha-D- mannopyranosyloxy)phenyl]hexane (TBC1269).

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

Global Trade Item Number

SKU	GTIN
M6633-25G	04061834061113
M6633-100G	04061832392066
M6633-5G	04061832392080

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