7-Bromoacetylaminocephalosporanic Acid

CAS: 26973-80-8

Ref. TR-B679125

Product Information

• Name: 7-Bromoacetylaminocephalosporanic Acid
• Synonyms: (6R-trans)-3-[(Acetyloxy)methyl]-7-[(bromoacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid, 7-(2-Bromoacetamido)cephalosporanic Acid, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 3-[(acetyloxy)methyl]-7-[(bromoacetyl)amino]-8-oxo-, (6R,7R)- (9CI), 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,3-[(acetyloxy)methyl]-7-[(bromoacetyl)amino]-8-oxo-, (6R-trans)-, 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-(2-bromoacetamido)-3-(hydroxymethyl)-8-oxo-, acetate (ester) (8CI), 7-(2-Bromoacetamido)cephalosporanic acid, 7-Bromoacetylaminocephalosporanicacid

Description

Applications An analog of glutaryl-7-amino cephalosporanic acid (GL-7-ACA). Can inhibit and specifically alkylate GL-7-ACA acylase (C130) from Pseudomonas sp.130 by forming a carbon-carbon bond between BA-7-ACA and the C-2 on indole ring of Trp-β4 residue of C130.
References Zhang, W. et al.; Biochem. Bioph. Res. Co. 313, 555 (2004); Huang, X. et al.; J. Biol. Chem. 277, 10256 (2002)

• Brand: TRC

Chemical properties

• Molecular weight: 393.21
• Formula: C₁₂H₁₃BrN₂O₆S
• Color/Form: Off-white Solid
• InChI: InChI=1S/C12H13BrN2O6S/c1-5(16)21-3-6-4-22-11-8(14-7(17)2-13)10(18)15(11)9(6)12(19)20/h8,11H,2-4H2,1H3,(H,14,17)(H,19,20)/t8-,11-/m1/s1
• InChI key: InChIKey=VDMWZOLTJWUSJT-LDYMZIIASA-N
• SMILES: CC(=O)OCC1=C(C(=O)O)N2C(=O)[C@@H](NC(=O)CBr)[C@H]2SC1