N-α-(t-Butoxycarbonyl)-L-arginine thiobenzyl ester hydrochloride
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N-α-(t-Butoxycarbonyl)-L-arginine thiobenzyl ester hydrochloride

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Category
BOC-Amino Acids
Catalog number
BAT-003116
CAS number
79864-22-5
Molecular Formula
C18H29ClN4O3S
Molecular Weight
416.97
N-α-(t-Butoxycarbonyl)-L-arginine thiobenzyl ester hydrochloride
IUPAC Name
S-benzyl (2S)-5-(diaminomethylideneamino)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanethioate;hydrochloride
Synonyms
Boc-Arg-SBzl HCl; BOC-ARG-SBZL HCl; BOC-ARGININE-SBZL HCl; BOC-L-ARGININE THIOBENZYL ESTER HYDROCHLORIDE
Purity
98%
Storage
Store at -20 °C
InChI
InChI=1S/C18H28N4O3S.ClH/c1-18(2,3)25-17(24)22-14(10-7-11-21-16(19)20)15(23)26-12-13-8-5-4-6-9-13;/h4-6,8-9,14H,7,10-12H2,1-3H3,(H,22,24)(H4,19,20,21);1H/t14-;/m0./s1
InChI Key
NVMYMXWJQFBTFH-UQKRIMTDSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCCN=C(N)N)C(=O)SCC1=CC=CC=C1.Cl

N-α-(t-Butoxycarbonyl)-L-arginine thiobenzyl ester hydrochloride is a specialized chemical reagent with several applications in bioscience research and development. Here are some key applications of this compound:

Peptide Synthesis: N-α-(t-Butoxycarbonyl)-L-arginine thiobenzyl ester hydrochloride is widely used in the synthesis of peptides. It serves as a protective group for the arginine residue, allowing for selective deprotection and coupling reactions. This ensures accurate and efficient formation of peptide bonds, essential for creating peptides used in research and therapeutics.

Drug Development: This compound plays a crucial role in the development of peptide-based drugs. Its use in protecting the arginine side chain enables the synthesis of complex peptide structures without premature deprotection. This is particularly important for producing high-purity peptide drugs that can be used to treat various diseases, including cancers and infectious diseases.

Bioconjugation: N-α-(t-Butoxycarbonyl)-L-arginine thiobenzyl ester hydrochloride is utilized in bioconjugation techniques to attach peptides to other molecules or surfaces. It can be used to conjugate peptides to antibodies, creating antibody-drug conjugates (ADCs) for targeted cancer therapy. This enhances the delivery of therapeutic agents to specific cells while minimizing off-target effects.

Protein Engineering: Researchers use this compound in protein engineering to modify proteins with specific functional groups. By protecting the arginine residue during chemical modifications, scientists can introduce new functionalities or improve protein stability. This is invaluable in developing novel enzymes and therapeutic proteins with enhanced properties.

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