36273-76-4

Basic information

• Product Name: 6β-(4-nitro-benzylideneamino)-penicillanic acid benzyl ester
• Synonyms: 6β-(4-nitro-benzylideneamino)-penicillanic acid benzyl ester
• CAS NO: 36273-76-4
• Molecular Weight: 439.492
• Mol File: 36273-76-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 6β-(4-nitro-benzylideneamino)-penicillanic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 6β-(4-nitro-benzylideneamino)-penicillanic acid benzyl ester(36273-76-4)
• EPA Substance Registry System: 6β-(4-nitro-benzylideneamino)-penicillanic acid benzyl ester(36273-76-4)

Safety Data

• Hazardous Substances Data: 36273-76-4(Hazardous Substances Data)

Upstream product

• 551-16-6 6-Aminopenicillanic Acid 
• 64519-71-7 6-aminopenicillanic acid benzyl ester 
• 555-16-8 4-nitrobenzaldehdye 
• 36273-76-4 6ξ-(4-nitro-benzylideneamino)-penicillanic acid benzyl ester 
• 100-39-0 benzyl bromide 
• 3956-31-8 benzyl (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 

Downstream Products

• 41102-60-7 (5R)-6c-((Ξ)-1-hydroxy-ethyl)-3,3-dimethyl-7-oxo-6t-(2-phenoxy-acetylamino)-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester 
• 41102-56-1 (5R)-6c-((Ξ)-1-hydroxy-ethyl)-3,3-dimethyl-6t-(4-nitro-benzylideneamino)-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester 
• 41102-58-3 (5R)-3,3-dimethyl-6-(4-nitro-benzylideneamino)-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c,6c-dicarboxylic acid dibenzyl ester 
• 41102-69-6 (2R)-4ξ-cyano-3',3'-dimethyl-5ξ-(4-nitro-phenyl)-7'-oxo-(2rC^5',5't'H,6'r'N)-spiro[pyrrolidine-2,6'-(4-thia-1-aza-bicyclo[3.2.0]heptane)]-2't'-carboxylic acid benzyl ester 
• 41102-55-0 (5R)-6c-(2-cyano-ethyl)-3,3-dimethyl-6t-(4-nitro-benzylideneamino)-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester 
• 41102-57-2 (5R)-3,3-dimethyl-6-(4-nitro-benzylideneamino)-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c,6c-dicarboxylic acid 2-benzyl ester 6-methyl ester 
• 36273-77-5 (5R)-3,3,6c-trimethyl-6t-(4-nitro-benzylideneamino)-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester 
• 49626-56-4 6α-(4-nitro-benzylideneamino)-penicillanic acid benzyl ester 
• 61-33-6 penicillin G 
• 1254-56-4 benzyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 
• 41102-59-4 (5R)-6c-(2-cyano-ethyl)-3,3-dimethyl-7-oxo-6t-(2-phenoxy-acetylamino)-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester 
• 41102-61-8 (5R)-6c-acetyl-3,3-dimethyl-7-oxo-6t-(2-phenoxy-acetylamino)-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester 
• 41102-67-4 (5R)-3,3-dimethyl-7-oxo-6-(2-phenoxy-acetylamino)-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c,6c-dicarboxylic acid 6-methyl ester 
• 41102-70-9 (2R)-5ξ-(4-amino-phenyl)-4ξ-cyano-3',3'-dimethyl-7'-oxo-(2rC⁵,5't'H,6'r'N)-spiro[pyrrolidine-2,6'-(4-thia-1-aza-bicyclo[3.2.0]heptane)]-2't'-carboxylic acid 

Relevant articles and documents

Contrasting fates for 6-α-methylpenicillin N upon oxidation by deacetoxycephalosporin C synthase (DAOCS) and deacetoxy/deacetylcephalosporin C synthase (DAOC/DACS)

6-α-Methylpenicillin N was synthesised via known routes from 6-aminopenicillanic acid, and tested as a substrate for recombinant DAOCS and DAOC/DACS. Incubation with DAOCS resulted in conversion of 2-oxoglutarate without oxidation of the penicillin substrate ('uncoupled turnover'). Incubation with DAOC/DACS resulted in oxidation to the cephem aldehyde. This is the first example of substrate-induced 'uncoupled turnover', which has been proposed to be an editing mechanism for these enzymes. Elsevier Science Ltd. All rights reserved.