70932-63-7 , 6-Azido-6-deoxy-L-galactose,
CAS:70932-63-7
C6H11N3O5 / 205.17
MFCD27927712
6-Azido-6-deoxy-L-galactose
CAS No: 70932-63-7 MDL No: MFCD27927712 Chemical Formula: C6H11N3O5 Molecular Weight: 205.17 |
6-Azido-6-deoxy-L-galactose is an analog of the natural L-galactose. It has been shown to inhibit the growth and survival of a number of human pathogens, including those that cause tuberculosis, staphylococcal infections, and meningitis. 6-Azido-6-deoxygalactose is reactive with cellular structures and glycoconjugates, which may have contributed to its antimicrobial activity in tissue culture. 6A6DG blocks fatty acid synthesis by inhibiting enzymes called acyltransferases. It also inhibits glycolysis by interfering with the conversion of glucose into glycogen through inhibition of glycogen synthase kinase 3β (GSK3β), which leads to decreased levels of ATP in cells. This compound also inhibits glutaminase activity in the brain, leading to impaired neurotransmitter release and subsequent neuronal cell death.
CAS Number | 70932-63-7 |
Product Name | 6-Azido-6-deoxy-l-galactose |
IUPAC Name | (2S,3R,4R,5S)-6-azido-2,3,4,5-tetrahydroxyhexanal |
Molecular Formula | C6H11N3O5 |
Molecular Weight | 205.17 g/mol |
InChI | InChI=1S/C6H11N3O5/c7-9-8-1-3(11)5(13)6(14)4(12)2-10/h2-6,11-14H,1H2/t3-,4+,5+,6-/m0/s1 |
InChI Key | HEYJIJWKSGKYTQ-KCDKBNATSA-N |
SMILES | C(C(C(C(C(C=O)O)O)O)O)N=[N+]=[N-] |
Canonical SMILES | C(C(C(C(C(C=O)O)O)O)O)N=[N+]=[N-] |
Isomeric SMILES | C([C@@H]([C@H]([C@H]([C@@H](C=O)O)O)O)O)N=[N+]=[N-] |
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