N-ω-tosyl-D-arginine

N-ω-tosyl-D-arginine is a D-configured arginine derivative in which the ω-amino group of the arginine side chain is substituted with a tosyl (p-toluenesulfonyl) protecting group, while the α-amino and α-carboxyl groups remain present as the free functional termini of the amino acid framework. The molecule therefore bears an α-carboxylic acid and an α-amino group for further coupling chemistry, and its guanidinium-bearing side chain is structurally modified by N-ω tosylation that alters hydrogen-bonding and reduces side-chain nucleophilicity relative to unprotected arginine. In synthetic and biochemical workflows, this protected arginine analogue is used as a substrate or building block for peptide-related assembly and for studying arginine-dependent processes under conditions where controlled side-chain reactivity is required.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP00247

CAS No:97233-92-6

Synonyms/Alias:H-D-Arg(Tos)-OH;97233-92-6;C13H20N4O4S;AC1OLR95;CTK3I6523;ACT10963;ZINC2560668;KM3439;(2R)-2-amino-5-[[amino-[(4-methylphenyl)sulfonylamino]methylidene]amino]pentanoicAcid;X5761;Q-101664;D-Ornithine,N5-[imino[[(4-methylphenyl)sulfonyl]amino]methyl]-

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M.F/Formula
C13H20N4O4S
M.W/Mr.
328.4
Abbr
H-D-Arg(Tos)-OH
InChI
1S/C13H20N4O4S/c1-9-4-6-10(7-5-9)22(20,21)17-13(15)16-8-2-3-11(14)12(18)19/h4-7,11H,2-3,8,14H2,1H3,(H,18,19)(H3,15,16,17)/t11-/m1/s1
InChI Key
SLTWQHUEZWYAOI-LLVKDONJSA-N
Canonical SMILES
CC1=CC=C(C=C1)S(=O)(=O)NC(=NCCCC(C(=O)O)N)N

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