104669-68-3

Basic information

• Product Name: L-Tyrosine, N-[(2-propenyloxy)carbonyl]-, 2-propenyl carbonate (ester)
• CAS NO: 104669-68-3
• Molecular Formula: C17H19NO7
• Molecular Weight: 349.34
• Mol File: 104669-68-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: L-Tyrosine, N-[(2-propenyloxy)carbonyl]-, 2-propenyl carbonate (ester)(CAS DataBase Reference)
• NIST Chemistry Reference: L-Tyrosine, N-[(2-propenyloxy)carbonyl]-, 2-propenyl carbonate (ester)(104669-68-3)
• EPA Substance Registry System: L-Tyrosine, N-[(2-propenyloxy)carbonyl]-, 2-propenyl carbonate (ester)(104669-68-3)

Safety Data

• Hazardous Substances Data: 104669-68-3(Hazardous Substances Data)

Upstream product

• 60-18-4 L-tyrosine 
• 2937-50-0 Allyl chloroformate 

Downstream Products

• 728916-20-9 Carbonic acid allyl ester 4-[(S)-2-allyloxycarbonylamino-2-(4-hydroxymethyl-phenylcarbamoyl)-ethyl]-phenyl ester 
• 60-18-4 L-tyrosine 
• 115214-40-9 N,O-bis-allyloxycarbonyl-L-tyrosine-(N'-phenyl-hydrazide) 
• 108984-78-7 N-propoxycarbonyl-L-tyrosine-(N'-phenyl-hydrazide) 
• 728916-21-0 carbonic acid allyl ester 4-{2-allyloxycarbonylamino-2-[4-(4-methyl-2-oxo-2H-chromen-7-ylcarbamoyloxymethyl)-phenylcarbamoyl]-ethyl}-phenyl ester 
• 875153-71-2 C₃₁H₂₉N₃O₁₁ 
• 790659-31-3 (4-methyl-2-oxo-2H-chromen-7-yl)-carbamic acid 4-[2-amino-3-(4-hydroxy-phenyl)-propionylamino]-benzyl ester 
• 728916-25-4 Carbonic acid allyl ester 4-{(S)-2-allyloxycarbonylamino-2-[4-(2-methyl-9,10-dioxo-9,10-dihydro-anthracen-1-ylcarbamoyloxymethyl)-phenylcarbamoyl]-ethyl}-phenyl ester 

Relevant articles and documents

Interfacial cavity filling to optimize CD4-mimetic miniprotein interactions with HIV-1 surface glycoprotein

Ligand affinities can be optimized by interfacial cavity filling. A hollow (Phe43 cavity) between HIV-1 surface glycoprotein (gp120) and cluster of differentiation 4 (CD4) receptor extends beyond residue phenylalanine 43 of CD4 and cannot be fully accessed by natural amino acids. To increase HIV-1 gp120 affinity for a family of CD4-mimetic miniproteins (miniCD4s), we targeted the gp120 Phe43 cavity with 11 non-natural phenylalanine derivatives, introduced into a miniCD4 named M48 (1). The best derivative, named M48U12 (13), bound HIV-1 YU2 gp120 with 8 pM affinity and showed potent HIV-1 neutralization. It contained a methylcyclohexyl derivative of 4-aminophenylalanine, and its cocrystal structure with gp120 revealed the cyclohexane ring buried within the gp120 hydrophobic core but able to assume multiple orientations in the binding pocket, and the aniline nitrogen potentially providing a focus for further improvement. Altogether, the results provide a framework for filling the interfacial Phe43 cavity to enhance miniCD4 affinity.