21148-64-1

Basic information

• Product Name: (3-hydroxy-4-methyl-2-nitrobenzoyl)-L-threonyl-D-valyl-L-prolyl-sarcosyl-N-methyl-L-valine lactone
• Synonyms: (3-hydroxy-4-methyl-2-nitrobenzoyl)-L-threonyl-D-valyl-L-prolyl-sarcosyl-N-methyl-L-valine lactone
• CAS NO: 21148-64-1
• Molecular Weight: 660.725
• Mol File: 21148-64-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (3-hydroxy-4-methyl-2-nitrobenzoyl)-L-threonyl-D-valyl-L-prolyl-sarcosyl-N-methyl-L-valine lactone(CAS DataBase Reference)
• NIST Chemistry Reference: (3-hydroxy-4-methyl-2-nitrobenzoyl)-L-threonyl-D-valyl-L-prolyl-sarcosyl-N-methyl-L-valine lactone(21148-64-1)
• EPA Substance Registry System: (3-hydroxy-4-methyl-2-nitrobenzoyl)-L-threonyl-D-valyl-L-prolyl-sarcosyl-N-methyl-L-valine lactone(21148-64-1)

Safety Data

• Hazardous Substances Data: 21148-64-1(Hazardous Substances Data)

Upstream product

• 73984-46-0 benzyloxycarbonylsarcosyl-N-methylvaline 
• 27483-27-8 N-(benzyloxycarbonyl)-D-valylprolylsarcosine tert-butyl ester 
• 5616-83-1 H-D-Val-Pro-Sar-OBu^t 
• 7536-35-8 2-nitro-3-benzyloxy-4-methylbenzoyl chloride 
• 2478-48-0 <3-(benzyloxy)-4-methyl-2-nitrobenzoyl>-L-threonyl-D-valyl-L-prolyl-sarcosyl-N-methyl-L-valine lactone 
• 5616-78-4 D-valylproline t-butyl ester 
• 73984-45-9 (2S,3S)-1-(2-nitro-3-benzyloxy-4-methylbenzoyl)-3-methyl-2-aziridinecarbonyl-D-valylproline t-butyl ester 
• 73984-43-7 (2S,3S)-1-trityl-3-methyl-2-aziridinecarbonyl-D-valylproline t-butyl ester 
• 73984-44-8 (2S,3S)-3-methyl-2-aziridinecarbonyl-D-valylproline t-butyl ester 
• 5616-88-6 benzyloxycarbonylsarcosyl-N-methylvaline t-butyl ester 
• 5616-87-5 N-Methyl-(S)-valin-tert-butylester 
• 1685-33-2 N-[(benzyloxy)carbonyl]-D-valine 
• 7646-46-0 2-nitro-3-benzyloxy-4-methylbenzoic acid N-hydroxysuccinimide ester 
• 98688-14-3 N-<3-(benzyloxy)-4-methyl-2-nitrobenzoyl>-O-(tert-butoxycarbonyl-N-methyl-L-valyl)-L-threonyl-D-valyl-L-prolylsarcosine ter-butyl ester 

Downstream Products

• 50-76-0 actinomycin D 
• 50-76-0 actinomycin D 
• 131545-51-2 C₆₁H₈₄N₁₂O₁₇ 
• 131545-50-1 2,2'-D-Thr₂-actinomycin D 

Relevant articles and documents

Conformation and Dimerization of Actinomycin-Related Peptide Lactones in Solution and in the Solid State

Actinomycin-related peptide lactone derivatives with the amino acid sequences Thr-D-Val-Pro-Sar-MeVal and Thr-D-Val-Pro-Sar-MeAla and the corresponding actinomycins (actinomycin D and its novel 5,5'-MeAla analoque) were synthesized by a new route.The solution properties of these compounds were studied by proton NMR in chloroform and acetone solutions.In dry chloroform, two conformers, A and C, are found, the ratio of which was concentration-dependent and results from dimerization of the A conformer.An X-ray crystallographic investigation of a Thr-D-Val-Pro-Sar-MeAla derivative indicated that hydrogen-bond associated pairs of A conformers, with a juxtapositional geometry remarkably similar to that known for actinomycin, were present in the solid state.

Total synthesis of actinomycin D(C1) via a ring-opening reaction of aziridine

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A total synthesis of actinomycin D (C1) via peptide cyclization between proline and sarcosine.

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