76379-00-5

Basic information

• Product Name: N-tert-butoxycarbonyl-D-glutamic acid α-p-nitrophenyl-γ-benzyl ester
• Synonyms: N-tert-butoxycarbonyl-D-glutamic acid α-p-nitrophenyl-γ-benzyl ester
• CAS NO: 76379-00-5
• Molecular Weight: 458.468
• Mol File: 76379-00-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-tert-butoxycarbonyl-D-glutamic acid α-p-nitrophenyl-γ-benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-tert-butoxycarbonyl-D-glutamic acid α-p-nitrophenyl-γ-benzyl ester(76379-00-5)
• EPA Substance Registry System: N-tert-butoxycarbonyl-D-glutamic acid α-p-nitrophenyl-γ-benzyl ester(76379-00-5)

Safety Data

• Hazardous Substances Data: 76379-00-5(Hazardous Substances Data)

Upstream product

• 41840-28-2 S-tert-butoxycarbonyl-4,6-dimethyl-2-mercaptopyrimidine 
• 2578-33-8 D-glutamic acid-5-benzyl ester 
• 100-02-7 4-nitro-phenol 
• 35793-73-8 N-(tert-butyloxycarbonyl)-γ-benzyl-D-glutamic acid 
• 117997-81-6 5-(benzyloxy)-2-(tert-butoxycarbonylamino)-5-oxopentanoic acid 

Downstream Products

• 143673-80-7 α-octadecylamide of γ-benzyl tert-butoxycarbonyl-L-alanyl-D-glutamate 
• 47636-49-7 (R)-4-Amino-4-dodecylcarbamoyl-butyric acid benzyl ester 
• 76420-28-5 N-acetyl-1-O-benzyl-4,6-O-benzylidene-α-isomuramyl-L-alanyl-D-isoglutamine benzyl ester 
• 59573-84-1 benzyl N²-(N-acetyl-1-O-benzyl-4,6-O-benzylidene-α-D-muramoyl)-L-alanyl-D-isoglutaminate 
• 71811-18-2 (R)-4-{2-[(R)-2-((4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-2-methyl-propionylamino}-4-carbamoyl-butyric acid benzyl ester 
• 76379-13-0 (R)-4-((S)-3-Benzyloxy-2-{(R)-2-[(4aR,6S,7R,8R,8aS)-6-benzyloxy-7-(2-benzyloxy-acetylamino)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionylamino}-propionylamino)-4-carbamoyl-butyric acid benzyl ester 
• 76379-14-1 (R)-4-((S)-2-{(R)-2-[(4aR,6S,7R,8R,8aS)-6-Benzyloxy-7-(2-benzyloxy-acetylamino)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionylamino}-3-methyl-butyrylamino)-4-carbamoyl-butyric acid benzyl ester 
• 66112-14-9 (R)-4-((S)-2-{(R)-2-[(4aR,6S,7R,8R,8aS)-6-Benzyloxy-7-(2-benzyloxy-acetylamino)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionylamino}-propionylamino)-4-carbamoyl-butyric acid benzyl ester 
• 66111-85-1 (R)-4-{(2S,3R)-2-[(R)-2-((4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-3-benzyloxy-butyrylamino}-4-carbamoyl-butyric acid benzyl ester 
• 76379-21-0 (R)-4-{(S)-2-[(R)-2-((4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-4-methyl-pentanoylamino]-propionylamino}-4-carbamoyl-butyric acid benzyl ester 
• 66111-82-8 (R)-4-{(S)-2-[(R)-2-((4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-3-methyl-butyrylamino}-4-carbamoyl-butyric acid benzyl ester 

Relevant articles and documents

Activation for catalysis of penicillin-binding protein 2a from methicillin-resistant Staphylococcus aureus by bacterial cell wall

Methicillin-resistant Staphylococcus aureus (MRSA) has acquired a unique penicillin-binding protein (PBP), PBP 2a, which has rendered the organism resistant to the action of all available β-lactam antibiotics. The X-ray structure of PBP 2a shows the active site in a closed conformation, consistent with resistance to inhibition by β-lactam antibiotics. However, it is known that PBP 2a avidly cross-links the S. aureus cell wall, which is its physiological function. It is shown herein that synthetic fragments of the bacterial cell wall bind in a saturable manner to PBP 2a and cause a conformational change in the protein that makes the active site more accessible to binding to a β-lactam antibiotic. These observations and measurements point to a novel strategy by nature to keep the active site of PBP 2a sheltered from the inhibitory activity of the antibiotics, yet it becomes available to the polymeric cell wall by a requisite conformational change for the critical cell wall cross-linking reaction. Copyright

Synthesis of muramyl dipeptide analogs with enhanced adjuvant activity

-