13126-00-6

Basic information

• Product Name: (S)-2-((S)-2-benzyloxycarbonylaminopropanoylamino)-5-nitroguanidinopentanoic acid
• Synonyms: (S)-2-((S)-2-benzyloxycarbonylaminopropanoylamino)-5-nitroguanidinopentanoic acid
• CAS NO: 13126-00-6
• Molecular Weight: 424.414
• Mol File: 13126-00-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-2-((S)-2-benzyloxycarbonylaminopropanoylamino)-5-nitroguanidinopentanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-((S)-2-benzyloxycarbonylaminopropanoylamino)-5-nitroguanidinopentanoic acid(13126-00-6)
• EPA Substance Registry System: (S)-2-((S)-2-benzyloxycarbonylaminopropanoylamino)-5-nitroguanidinopentanoic acid(13126-00-6)

Safety Data

• Hazardous Substances Data: 13126-00-6(Hazardous Substances Data)

Upstream product

• 1142-20-7 N-Cbz-Ala 
• 66345-00-4 C₁₈H₂₆N₆O₇ 
• 50903-99-6 L-NAME 
• 2149-70-4 N-nitro-L-arginine 
• 7672-27-7 N'-nitro-L-arginine benzyl ester 
• 2149-70-4 N^ω-nitro-L-arginine 
• 820239-42-7 benzyl N-[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-methyl-2-oxoethyl]carbamate 

Downstream Products

• 16709-12-9 L-alanine-L-arginine 

Relevant articles and documents

Efficient synthesis of peptides by extension at the N- and C-terminii of arginine

(Chemical Equation Presented) L-Nω-Nitroarginine and L-arginine were coupled with N-(Cbz-α-aminoacyl)benzotriazoles and N-Cbz-dipeptidoylbenzotriazoles to provide arginine LL-dipeptides 9a-e, 11a-d; LLL-tripeptides 18a-c, 20; and diastereomeric mixtures (9b+9b′), (9c+9c′), (11b+11b′) and (18c+18c′) [compound numbers written within parentheses represent a diastereomeric mixture or racemate; compound numbers without parentheses represent an achiral compound or a single enantiomer] by extension at the N-terminus of arginine, in isolated yields of 66-95% with complete retention of chirality as evidenced by NMR and HPLC analysis. Arginine LL-dipeptides 15a-d were synthesized by extension at the C-terminus of arginine in isolated yield of 66-80%, using benzotriazole activated arginine L-ωNO2-Arg-Bt, 13. Our methodology has also been used to synthesize the protected RGD peptide (Cbz α-L-ωNO2-Arg-Gly-L-Asp-(OH) 2) 21.