Acetobromo-alpha-D-glucuronic Acid Methyl Ester - CAS 21085-72-3

Catalog:	BB016600
Product Name:	Acetobromo-alpha-D-glucuronic Acid Methyl Ester
CAS:	21085-72-3
Synonyms:	Methyl(tri-O-acetyl-α-D-glucopyranosyl bromide)uronate; (2S,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-bromo-2-oxanecarboxylic acid methyl ester; 1-Bromo-1-deoxy-2,3,4-triacetate α-D-Glucopyranuronic Acid Methyl Ester; Methyl 2,3,4-Tri-O-acetyl-1-bromo-1-deoxy-α-D-glucopyranuranate; Methyl α-Acetobromoglucuronate
Application:	It is a useful compound for preparing a fluorogenic probe for human heparanase.

Catalog	Size	Price	Stock	Quantity
BB016600	5 g	$176	In stock

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Technical Data

IUPAC Name:	methyl (2S,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-bromooxane-2-carboxylate
Description:	Acetobromo-alpha-D-glucuronic Acid Methyl Ester is a useful compound for preparing a fluorogenic probe for human heparanase.
Molecular Weight:	397.17
Molecular Formula:	C13H17BrO9
Canonical SMILES:	CC(=O)OC1C(C(OC(C1OC(=O)C)Br)C(=O)OC)OC(=O)C
InChI:	InChI=1S/C13H17BrO9/c1-5(15)20-8-9(21-6(2)16)11(13(18)19-4)23-12(14)10(8)22-7(3)17/h8-12H,1-4H3/t8-,9-,10+,11-,12-/m0/s1
InChI Key:	GWTNLHGTLIBHHZ-SVNGYHJRSA-N
Boiling Point:	388.6±42.0°C (Predicted)
Melting Point:	100-102°C
Purity:	≥95%
Density:	1.52±0.1 g/cm3
Solubility:	Soluble in Acetonitrile (Slightly), Chloroform (Slightly, Heated, Sonicated)
Appearance:	White to Beige Solid
Storage:	Store at -86°C under inert atmosphere
MDL:	MFCD00061613
LogP:	0.07430

GHS Hazard Statement:	H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
Precautionary Statement:	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
Signal Word:	Warning

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PMID	Publication Date	Title	Journal
17985922	20071207	An improved chemo-enzymatic synthesis of 1-beta-O-acyl glucuronides: highly chemoselective enzymatic removal of protecting groups from corresponding methyl acetyl derivatives	The Journal of organic chemistry
17036119	20060907	Synthesis of 1-beta-O-acyl glucuronides of diclofenac, mefenamic acid and (S)-naproxen by the chemo-selective enzymatic removal of protecting groups from the corresponding methyl acetyl derivatives	Organic & biomolecular chemistry
11368554	20010501	Preparation of pyridine-N-glucuronides of tobacco-specific nitrosamines	Chemical research in toxicology

Complexity:	492
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	5
Defined Bond Stereocenter Count:	0
Exact Mass:	396.00559
Formal Charge:	0
Heavy Atom Count:	23
Hydrogen Bond Acceptor Count:	9
Hydrogen Bond Donor Count:	0
Isotope Atom Count:	0
Monoisotopic Mass:	396.00559
Rotatable Bond Count:	8
Topological Polar Surface Area:	114 Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	0.6