53054-02-7

Basic information

• Product Name: N_α-(1,1-dimethylethoxycarbonyl)-N_δ-(phenylmethoxycarbonyl)-L-ornithine 1,1-dimethylethyl ester
• Synonyms: N_α-(1,1-dimethylethoxycarbonyl)-N_δ-(phenylmethoxycarbonyl)-L-ornithine 1,1-dimethylethyl ester
• CAS NO: 53054-02-7
• Molecular Weight: 422.522
• Mol File: 53054-02-7.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: N_α-(1,1-dimethylethoxycarbonyl)-N_δ-(phenylmethoxycarbonyl)-L-ornithine 1,1-dimethylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N_α-(1,1-dimethylethoxycarbonyl)-N_δ-(phenylmethoxycarbonyl)-L-ornithine 1,1-dimethylethyl ester(53054-02-7)
• EPA Substance Registry System: N_α-(1,1-dimethylethoxycarbonyl)-N_δ-(phenylmethoxycarbonyl)-L-ornithine 1,1-dimethylethyl ester(53054-02-7)

Safety Data

• Hazardous Substances Data: 53054-02-7(Hazardous Substances Data)

Upstream product

• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 540-88-5 acetic acid tert-butyl ester 
• 3304-51-6 N-carboxybenzyl-L-ornithine 
• 71432-55-8 2-tert-butyl-1,3-diisopropylisourea 
• 2480-93-5 Boc-Orn(Z)-OH 
• 507-19-7 t-butyl bromide 
• 501-53-1 benzyl chloroformate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 3184-13-2 L-ornithine hydrochloride 
• 75-65-0 tert-butyl alcohol 
• 53054-01-6 (S)-2-amino-5-(((benzyloxy)carbonyl)amino)pentanoic acid tert-butyl ester 

Downstream Products

• 133565-49-8 N_α-(1,1-dimethylethoxycarbonyl)-N_δ-aminothiocarbonylornithine 1,1-dimethylethyl ester 
• 227007-19-4 α-N-tert-butoxycarbonyl-ω-N-hydroxy(O-benzyl)-L-citrulline tert-butyl ester 
• 1394857-68-1 C₄₄H₆₉N₆O₁₀⁽¹⁺⁾*I^(1-) 
• 1394857-67-0 tert-butyl (S)-2-(tert-butoxycarbonylamino)-5-[1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridin-2-ylamino]pentanoate 
• 92235-39-7 3(S)-<(butoxycarbonyl)amino>-2-oxopiperidine 
• 53123-09-4 C₂₂H₃₄N₂O₆ 
• 42599-90-6 L-hydroxyarginine 
• 53054-07-2 L-NOHA 
• 149970-78-5 tert-butyl N^α-Boc-N^δ-((cyanoimino)phenoxymethyl)-L-ornithinate 
• 159173-13-4 N^ω'-benzyloxy-N^α-tert-butoxycarbonyl-N^ω-methyl-L-arginine tert-butyl ester 
• 133565-48-7 N^ω-Hydroxy-L-arginine dihydrochloride 
• 13215-18-4 N^δ-acetyl-L-ornithine 
• 225530-19-8 (2S)-tert-butyl 2-N-(tert-butoxycarbonyl)amino-5-N'-(2-(3-N-triphenylmethyl)amino-pyridinyl)ureidopentanoate 
• 225530-20-1 (2S)-tert-butyl 2-N-(tert-butoxycarbonyl)amino-5-N-(2-(1-triphenylmethyl)-1H-imidazo-[4,5-b]-pyridinyl)aminopentanoate 

Relevant articles and documents

Short self-assembling peptides with a urea bond: A new type of supramolecular peptide hydrogel materials

There is an increasing need to develop short self-assembling peptides (SAPs) that can form hydrogels for cell engineering and biomedical applications. In this study, we proposed new short self-assembling peptides with a symmetric structure via a urea bond

Design, synthesis, and biological testing of potential heme-coordinating nitric oxide synthase inhibitors

Based on computer modeling of the active site of nitric oxide synthases (NOS), a series of 10 amidine compounds (9-18) was designed including potential inhibitors that involve the coordination of side-chain functional groups with the iron of the heme cofactor. The most potent and selective compound was the methylthio amidine analogue 9, which was more potent than l-nitroarginine with 185-fold selectivity for inhibition of neuronal NOS over endothelial NOS. It also exhibited time-dependent inhibition, but did not involve the mechanism previously proposed for other amidine inhibitors of NOS. None of the compounds, however, exhibited heme-binding characteristics according to absorption spectroscopy.

An expeditious synthesis of pentosidine, an advanced glycation end product

The chemical synthesis of pentosidine (1), an advanced glycation end product, was achieved via the asymmetric alkylation of the chiral schiff base derived from (+)-2-hydroxy-3-pinanone ((+)-HyPN) and glycine tert-butyl ester, the mercury salt mediated intramolecular guanylation, and the regioselective alkylation of imidazo[4,5-b]pyridine ring. This reliable synthetic achievement will promise availability of pentosidine (1) in quantities.