Acetobromo-α-D-galactose - ≥93%, stabilized with 2% CaCO3 , CAS No.3068-32-4

CAS: 3068-32-4 Cat. No.: A120774 Molecular Weight: 411.2 Beilstein Registry Number: 96671 EC Number: 221-324-0

GRADE & PURITY ≥93%, stabilized with 2% CaCO3

Synonyms

1-Bromo-2,3,4,6-tetra-O-acetyl-alpha-D-galactopyranoside | a-D-Galactopyranosyl bromide, tetraacetate | DTXSID501314790 | Acetobromo- alpha -D-galactose | AMY24723 | A-D-galactopyranosyl bromide | AKOS015896832 | 2,3,4,6-tetra-O-acetyl alpha-D-galactopyra

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

2,3,4,6-Tetra-O-acetyl-α-D-galactopyranosyl bromide is used as an organic condensation reagent for chemistries such as N- and S- galactosylation reactions and the synthesis of spacer-equipped phosphorylated di-, tri- and tetrasaccharide fragments of the O-specific polysaccharides.

Specifications

Synonyms

1-Bromo-2, 3, 4, 6-tetra-O-acetyl-alpha-D-galactopyranoside | a-D-Galactopyranosyl bromide, tetraacetate | DTXSID501314790 | Acetobromo- alpha -D-galactose | AMY24723 | A-D-galactopyranosyl bromide | AKOS015896832 | 2, 3, 4, 6-tetra-O-acetyl alpha-D-galactopyra

Specifications & Purity

≥93%, stabilized with 2% CaCO3

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥93%

Names and Identifiers

• Pubchem Sid: 488192490
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488192490
• Canonical Smiles: CC(=O)OCC1C(C(C(C(O1)Br)OC(=O)C)OC(=O)C)OC(=O)C
• IUPAC Name: [(2R,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-bromooxan-2-yl]methyl acetate
• InChIKey: CYAYKKUWALRRPA-HTOAHKCRSA-N
• INCHI: 1S/C14H19BrO9/c1-6(16)20-5-10-11(21-7(2)17)12(22-8(3)18)13(14(15)24-10)23-9(4)19/h10-14H,5H2,1-4H3/t10-,11+,12+,13-,14+/m1/s1
• Isomeric SMILES: CC(=O)OC[C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)Br)OC(=O)C)OC(=O)C)OC(=O)C
• WGK Germany: 3
• Molecular Weight: 411.2
• Beilstein: 96671
• Reaxy-Rn: 1299080
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1299080&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Tetracarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Tetracarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Tetracarboxylic acids and derivatives
• Alternative Parents: Oxanes Monosaccharides Carboxylic acid esters Oxacyclic compounds Dialkyl ethers Organobromides Organic oxides Hydrocarbon derivatives Carbonyl compounds Alkyl bromides
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Tetracarboxylic acid or derivatives - Monosaccharide - Oxane - Carboxylic acid ester - Dialkyl ether - Ether - Oxacycle - Organoheterocyclic compound - Organobromide - Organohalogen compound - Organic oxide - Alkyl bromide - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Alkyl halide - Carbonyl group - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as tetracarboxylic acids and derivatives. These are carboxylic acids containing exactly four carboxyl groups.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Moisture sensitive；Light sensitive；Heat sensitive
• Molecular Weight: 411.200 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 9
• Exact Mass: 410.021 Da
• Monoisotopic Mass: 410.021 Da
• Topological Polar Surface Area: 114.000 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 506.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Abd Al-Wali Mohammed M. Japir, Wendong Ke, Junjie Li, Jean Felix Mukerabigwi, Alhadi Ibrahim, Yuheng Wang, Xiang Li, Qinghao Zhou, Fathelrahman Mohammed, Zhishen Ge.  (2021)  Tumor-dilated polymersome nanofactories for enhanced enzyme prodrug chemo-immunotherapy.  JOURNAL OF CONTROLLED RELEASE,      [PMID:34662586] [10.1016/j.jconrel.2021.10.015]