124020-64-0

Basic information

• Product Name: methyl (R)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridinyl>carbonyl>-erythro-β-tert-butoxy-L-histydyl>amino>pentanoate
• Synonyms: methyl (R)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridinyl>carbonyl>-erythro-β-tert-butoxy-L-histydyl>amino>pentanoate
• CAS NO: 124020-64-0
• Molecular Weight: 897.003
• Mol File: 124020-64-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl (R)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridinyl>carbonyl>-erythro-β-tert-butoxy-L-histydyl>amino>pentanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (R)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridinyl>carbonyl>-erythro-β-tert-butoxy-L-histydyl>amino>pentanoate(124020-64-0)
• EPA Substance Registry System: methyl (R)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridinyl>carbonyl>-erythro-β-tert-butoxy-L-histydyl>amino>pentanoate(124020-64-0)

Safety Data

• Hazardous Substances Data: 124020-64-0(Hazardous Substances Data)

Upstream product

• 98-79-3 L-Pyroglutamic acid 
• 4931-66-2 methyl (S)-pyroglutamate 
• 17342-08-4 (S)-Pyroglutaminol 
• 123993-04-4 methyl (R)-4-aminopentanoate hydrochloride 
• 72479-05-1 (S)-(-)-5-(Bromomethyl)-2-pyrrolidinone 
• 21395-93-7 (R)-(+)-5-methyl-2-pyrrolidinon 
• 5937-83-7 (+)-4-Aminovaleric acid 
• 123993-11-3 methyl (R)-4-<α,N^im-bis(tert-butoxycarbonyl)-erythro-β-hydroxy-L-histidyl>amino>pentanoate 
• 123993-13-5 methyl (R)-4-<α-(benzyloxycarbonyl)-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate 
• 123993-12-4 methyl (R)-4-<α-(benzyloxycarbonyl)-erythro-β-hydroxy-L-histidyl>amino>pentanoate 
• 82692-03-3 N^α,N^im-bis(tert-butoxycarbonyl)-erythro-β-hydroxy-L-histidine 
• 41215-80-9 erythro-β-hydroxy-L-histidine hydrate 
• 124020-63-9 (R)-4-[(2S,3R)-2-Amino-3-tert-butoxy-3-(1H-imidazol-4-yl)-propionylamino]-pentanoic acid methyl ester; hydrochloride 
• 108998-85-2 6-<ethyl>-N-(o-nitrophenylthio)amino>methyl>-4-methoxypyridine-2-carboxylic acid 

Downstream Products

• 123993-14-6 (R)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridinyl>carbonyl>-erythro-β-tert-butoxy-L-histydyl>amino>pentanoic acid 

Relevant articles and documents

Man-designed bleomycin with altered sequence specificity in DNA cleavage

The synthetic approach to the concerted antitumor mechanism of bleomycin is studied by introducing a dynamic change into the O2-activation moiety and DNA-binding site. A model PYML(6)-bleomycin previously reported, possessing an oxygen-activating methoxypyridine moiety and a DNA-binding bithiazole moiety, exhibits a nucleotide cleavage mode virtually identical with that of bleomycin. Herein reported is a newly designed bleomycin analogue, PYML(6)-(4R-APA)-distamycin, wherein the 4-methoxypyridine moiety and a DNA-binding distamycin component are connected through an (R)-4-aminopentanoic acid linker moiety. Synthesis of PYML(6)-(4R-APA)-distamycin is carried out by condensation of the hydroxyhistidine-pentatoic acid fragment with the methoxypyridien moiety, followed by introducing of the distamycin moiety. PYML(6)-(4R-APA)-distamycin cleaves a G4 phage DNA fragment (100 base pairs) at 1 μM concentration in the presence of Fe(II), oxygen, and dithiothreitol and induces dramatically altered adenine/thymine specificity. It is indicated that the specific recognition of base sequences for the cleavage is mainly controlled by the DNA affinity site and that the (R)-4-aminopentanoic acid linker seems to determine the proper arrangement of the iron-oxygen site and the distamycin moiety on DNA.