Fmoc-Nω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-L-homoarginine
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Fmoc-Nω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-L-homoarginine

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Category
Fmoc-Amino Acids
Catalog number
BAT-007467
CAS number
214852-52-5
Molecular Formula
C36H44N4O7S
Molecular Weight
676.82
Fmoc-Nω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-L-homoarginine
IUPAC Name
(2S)-6-[[amino-[(2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-yl)sulfonylamino]methylidene]amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)hexanoic acid
Synonyms
Fmoc-L-HomoArg(Pmc)-OH
Appearance
White powder
Purity
≥ 99% (HPLC)
Storage
Store at RT.
InChI
InChI=1S/C36H44N4O7S/c1-21-22(2)32(23(3)24-17-18-36(4,5)47-31(21)24)48(44,45)40-34(37)38-19-11-10-16-30(33(41)42)39-35(43)46-20-29-27-14-8-6-12-25(27)26-13-7-9-15-28(26)29/h6-9,12-15,29-30H,10-11,16-20H2,1-5H3,(H,39,43)(H,41,42)(H3,37,38,40)/t30-/m0/s1
InChI Key
ZZSYLAIWMWFQRW-PMERELPUSA-N
Canonical SMILES
CC1=C(C(=C(C2=C1OC(CC2)(C)C)C)S(=O)(=O)NC(=NCCCCC(C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35)N)C

Fmoc-Nω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-L-homoarginine, often referred to as Fmoc-HomoArg(Pmc), is a derivative used in peptide synthesis and biochemical research. Here are some key applications of Fmoc-Nω-(2,2,5,7,8-pentamethylchroman-6-sulfonyl)-L-homoarginine:

Solid-Phase Peptide Synthesis (SPPS): Fmoc-HomoArg(Pmc) is widely used in SPPS to protect the guanidine group of homoarginine residues. This prevents side reactions during the peptide chain elongation process. By using this derivative, researchers can ensure high yields and purity of the synthesized peptides.

Protein Engineering: In protein engineering, Fmoc-HomoArg(Pmc) is utilized to introduce homoarginine residues selectively into proteins. This amino acid derivative helps in altering protein functions or stabilizing protein structures. It is especially useful in the design of novel proteins with enhanced stability or activity.

Bioconjugation Studies: Fmoc-HomoArg(Pmc) can be employed in bioconjugation techniques to attach peptides or proteins to various molecular tags or carriers. These bioconjugates are essential in drug delivery, imaging, and diagnostic applications. The selective reactivity of the protected homoarginine allows for precise modification of biomolecules.

Enzymatic Assays: In enzymatic assays, Fmoc-HomoArg(Pmc) is used to study the activity and specificity of arginine-modifying enzymes. By incorporating this derivative into substrate peptides, researchers can monitor enzymatic reactions and determine kinetic parameters. This application is vital for drug discovery and understanding enzyme mechanisms.

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