66076-71-9

Basic information

• Product Name: N,N'-di(CBz)-L-homocystine
• Synonyms: N,N'-di(CBz)-L-homocystine
• CAS NO: 66076-71-9
• Molecular Weight: 536.627
• Mol File: 66076-71-9.mol

Chemical Properties

• CAS DataBase Reference: N,N'-di(CBz)-L-homocystine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-di(CBz)-L-homocystine(66076-71-9)
• EPA Substance Registry System: N,N'-di(CBz)-L-homocystine(66076-71-9)

Safety Data

• Hazardous Substances Data: 66076-71-9(Hazardous Substances Data)

Upstream product

• 626-72-2 L-homocystine 
• 1885-14-9 phenyl chloroformate 
• 501-53-1 benzyl chloroformate 
• 462-10-2 DL-homocystine 

Downstream Products

• 149835-71-2 (2S,2S') diethyl 4,4'-disulfanediylbis(2-(benzyloxycarbonylamino)butanoate) 
• 1592030-94-8 N-CBz-S-(2,5,8,11-tetraoxatridecyl)-L-homocysteine 
• 1592030-93-7 N-CBz-S-(2-(2-methoxyethoxy)ethyl)-L-homocysteine 
• 1370348-27-8 benzyl N-[(2S)-1-{[(2S)-2-{[(benzyloxy)carbonyl]amino}-4-[(2,2-dimethylpropoxy)sulfonyl]butyl]disulfanyl}-4-[(2,2-dimethylpropoxy)sulfonyl]butan-2-yl]carbamate 
• 1370348-26-7 (S) 2-(benzyloxycarbonylamino) 4-(neopentyloxysulfonyl)butyl thioacetate 
• 1370348-25-6 (S)-neopentyl 3-(benzyloxycarbonylamino) 4-(methylsulfonyloxy)butane 1-sulfonate 
• 1370348-24-5 (S)-neopentyl 3-(benzyloxycarbonylamino) 4-hydroxybutane 1-sulfonate 
• 149835-72-3 ethyl (S)-2-benzyloxycarbonylamino-4-(chlorosulfonyl)butanoate 
• 220951-70-2 ethyl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-[(2,2-dimethylpropoxy)sulfonyl]butanoate 
• 1363385-98-1 C₂₉H₃₉NO₁₃S 
• 648927-89-3 N-CBz-L-homocysteine 
• 1452406-84-6 (Cbz-D,L-Homo-Cys-Bt)₂ 
• 1452406-90-4 (Cbz-D,L-Homo-Cys-D-Pro-Bt)₂ 
• 1452406-87-9 (Cbz-D,L-Homo-Cys-D-Pro-OH)₂ 

Relevant articles and documents

Multimodal switching of conformation and solubility in homocysteine derived polypeptides

We report the design and synthesis of poly(S-alkyl-l-homocysteine)s, which were found to be a new class of readily prepared, multiresponsive polymers that possess the unprecedented ability to respond in different ways to different stimuli, either through

Method for the preparation of (3S,3S') 4,4'-disulfanediylbis (3-aminobutane 1-sulfonic acid)

The present invention relates to a new method for the preparation of (3S,3S') 4,4'-disulfanediylbis(3-aminobutane 1-sulfonic acid) in five steps from (S)-ethyl 2-(benzyloxycarbonylamino)-4-(neopentyloxysulfonyl)butanoate A.

METHOD FOR THE PREPARATION OF (3S,3S') 4,4'-DISULFANEDIYLBIS (3-AMINOBUTANE 1-SULFONIC ACID)

The present invention relates to a new method for the preparation of (3S,3S') 4,4'-disulfanediylbis(3-aminobutane 1-sulfonic acid) in five steps from (S)-ethyl 2-(benzyloxycarbonylamino)-4-(neopentyloxysulfonyl)butanoate A.

Glycopolypeptides with a redox-triggered helix-to-coil transition

Conformation-switchable glycopolypeptides were prepared by the living polymerization of glycosylated l-cysteine-N-carboxyanhydride (glyco-C NCA) monomers. These new monomers were prepared in high yield by coupling of alkene-terminated C-linked glycosides of d-galactose or d-glucose to l-cysteine using thiol-ene "click" chemistry, followed by their conversion to the corresponding glyco-C NCAs. The resulting glycopolypeptides were found to be water-soluble and α-helical in solution. Aqueous oxidation of the side-chain thioether linkages in these polymers to sulfone groups resulted in disruption of the α-helical conformations without loss of water solubility. The ability to switch chain conformation and remain water-soluble is unprecedented in synthetic polymers, and allows new capabilities to control presentation of sugar functionality in subtly different contexts.

Novel derivatives of 4,4'-dithiobis-(3-aminobutane-1-sulfphonates) and compositions containing same

The invention relates to the bis-hydrochloride of 4,4′-dithiobis-(3-aminobutane-1-sodium sulphonate) and the bis-trifluoracetate of 4,4′-dithiobis-(3-aminobutane-1-sulphonate of 2,2-dimethylpropyl). The invention also relates to a pharmaceutical compositi

β-Amino-thiols inhibit the zinc metallopeptidase activity of tetanus toxin light chain

Tetanus neurotoxin is a 150-kDa protein produced by Clostridium tetani, which causes the lethal spastic paralytic syndromes of tetanus by blocking inhibitory neurotransmitter release at central synapses. The toxin light chain (50 kDa) has a zinc endopeptidase activity specific for synaptobrevin, an essential component of the neuroexocytosis apparatus. Previous unsuccessful attempts to block the proteolytic activity of this neurotoxin with well-known inhibitors of other zinc proteases led us to study the design of specific inhibitors as a possible drug therapy to prevent the progressive evolution of tetanus following infection. Starting from the synaptobrevin sequence at the level of the cleavage site by tetanus neurotoxin (Gln76- Phe77)a thiol analogue of glutamine demonstrated inhibitory activities in the millimolar range. A structure-activity relationship performed with this compound led us to determine the requirement for the correct positioning of the thiol group, the primary amino group, and a carboxamide or sulfonamide group on the side chain. This resulted in the design of a β-amino(4- sulfamoylphenyl)glycine-thiol, the first significantly efficient inhibitor of tetanus neurotoxin with a K(i) value of 35 ± 5μM.

Potential antitumor agents via inhibitors of L-asparagine synthetase: substituted sulfonamides and sulfonyl hydrazides related to glutamine

A series of 4-(substituted aminosulfonyl)- and 4-(substituted hydrazinosulfonyl)-2-aminobutanoic acids, compounds structurally related to glutamine, was synthesized as potential inhibitors of L-asparagine synthetase and subjected to screening as antitumor agents. Target amino acids were obtained by condensation of a blocked reactive sulfonyl chloride with the appropriate amine or hydrazide, followed by deblocking with hydrogen-palladium or liquid hydrogen fluoride-anisole. Neither the target compounds nor their protected precursors inhibited the enzyme from L5178Y/AR or prolonged the life of mice with P-388 lymphocytic leukemia. However, DL-4,4'-dithiobis[2-(benzyloxycarbonylamino)-butanoic acid], an intermediate in the synthesis of the target amino acids, exhibited 90% inhibition of L-asparagine synthetase at 10 mM.