CAS 1330286-52-6

N²-[(Phenylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-arginine 2-nitrophenyl ester

Description:

N²-[(Phenylmethoxy)carbonyl]-L-arginine 2-nitrophenyl ester is a synthetic compound that belongs to the class of amino acid derivatives, specifically modified arginine. This compound features a phenylmethoxycarbonyl (Fmoc) protecting group, which is commonly used in peptide synthesis to protect the amino group of arginine. The presence of the 2-nitrophenyl ester moiety indicates that this compound may be used as a prodrug or in biochemical applications where the release of the active arginine moiety is desired upon hydrolysis. The structure suggests that it may exhibit specific reactivity due to the ester bond, which can be cleaved under certain conditions, releasing the parent amino acid. Additionally, the phenyl groups contribute to the compound's hydrophobic characteristics, potentially influencing its solubility and interaction with biological membranes. Overall, this compound is of interest in medicinal chemistry and biochemistry, particularly in the development of drug delivery systems or as a biochemical tool for studying arginine-related pathways.

Formula: C₂₀H₂₃N₅O₆

InChI: InChI=1S/C20H23N5O6/c21-19(22)23-12-6-9-15(24-20(27)30-13-14-7-2-1-3-8-14)18(26)31-17-11-5-4-10-16(17)25(28)29/h1-5,7-8,10-11,15H,6,9,12-13H2,(H,24,27)(H4,21,22,23)/t15-/m0/s1

InChI key: InChIKey=BIGVXBLTBKXRBW-HNNXBMFYSA-N

SMILES: O(C([C@@H](NC(OCC1=CC=CC=C1)=O)CCCNC(=N)N)=O)C2=C(N(=O)=O)C=CC=C2

Synonyms:

• L-Arginine, N2-[(phenylmethoxy)carbonyl]-, 2-nitrophenyl ester
• N2-[(Phenylmethoxy)carbonyl]-L-arginine 2-nitrophenyl ester