H-Arg(Pmc)-OtBu
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H-Arg(Pmc)-OtBu

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Category
L-Amino Acids
Catalog number
BAT-003943
CAS number
169543-81-1
Molecular Formula
C24H40N4O5S
Molecular Weight
496.68
H-Arg(Pmc)-OtBu
IUPAC Name
tert-butyl (2S)-2-amino-5-[[amino-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylamino]methylidene]amino]pentanoate
Synonyms
Nomega-(2,2,5,7,8-Pentamethylchroman-6-sulfonyl)-L-arginine t-butyl ester; tert-butyl(2S)-2-amino-5-{[(2,2,5,7,8-pentamethyl-3,4-dihydro-2H-chromen-6-yl)slfonyl]carbamimidamido}pentanoate; H-arg(PMC)-OtBu
Appearance
White powder
Purity
≥ 99% (Elemental Analysis)
Melting Point
119-123 °C
Storage
Store at -20 °C
InChI
InChI=1S/C24H40N4O5S/c1-14-15(2)20(16(3)17-11-12-24(7,8)32-19(14)17)34(30,31)28-22(26)27-13-9-10-18(25)21(29)33-23(4,5)6/h18H,9-13,25H2,1-8H3,(H3,26,27,28)/t18-/m0/s1
InChI Key
RYYVRFAJTNFQBC-SFHVURJKSA-N
Canonical SMILES
CC1=C(C(=C(C2=C1OC(CC2)(C)C)C)S(=O)(=O)NC(=NCCCC(C(=O)OC(C)(C)C)N)N)C

H-Arg(Pmc)-OtBu, a derivative protecting arginine, is a versatile component frequently employed in peptide synthesis. Here we explore its diverse applications with a sophisticated blend of perplexity and burstiness:

Peptide Synthesis: Widely embraced in solid-phase peptide synthesis (SPPS), H-Arg(Pmc)-OtBu plays a pivotal role in safeguarding the arginine residue throughout peptide chain assembly. By curbing undesired reactions at the arginine side chain, this derivative upholds the integrity of peptide synthesis, yielding high-purity peptides tailored for research and therapeutic endeavors.

Protein Engineering: Within the realm of protein engineering, H-Arg(Pmc)-OtBu shines as a tool for precise incorporation of arginine residues into proteins. The protected arginine facilitates targeted modifications sans unwarranted side reactions, enabling the engineering of proteins with bespoke functionalities or exploration of intricate protein-protein interactions.

Pharmaceutical Research: Delving into pharmaceutical research, H-Arg(Pmc)-OtBu takes center stage in the design and synthesis of peptide-based drugs. It empowers the creation of peptides boasting heightened stability and specificity, critical for therapeutic potency. Researchers leverage this derivative to craft novel peptide drugs aimed at combating diverse ailments, from cancer to infectious diseases.

Bioconjugation: In the realm of bioconjugation techniques, H-Arg(Pmc)-OtBu emerges as a key player in fusing peptides with other molecules like drugs, fluorophores, or nanoparticles. The guarded arginine ensures precise coupling reactions at target sites, preserving the coherence of the conjugates. This application is instrumental in crafting cutting-edge biomaterials and diagnostic tools, propelling advancements in biotechnology.

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