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Arg-Arg-Arg

HCID 439610
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Basic information

CAS
26982-20-7
Standard SMILES
NC(N)=NCCC[C@H](NC(=O)[C@H](CCCN=C(N)N)NC(=O)[C@@H](N)CCCN=C(N)N)C(=O)O
InChIKey
XPSGESXVBSQZPL-SRVKXCTJSA-N
Molecular formula
C18H38N12O4
Average molar mass
486.6 g/mol
Monoisotopic mass
486.31389774

Overview

Arg-Arg-Arg is a tripeptide.

Names & identifiers

Preferred name
Arg-Arg-Arg
IUPAC
(2S)-2-[[(2S)-2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid
English name
Poly-L-arginine hydrochloride
Molecular formula
C6H14N4O2
Molecular weight
174.2

Names & synonyms

Arg-Arg-ArgL-Arginyl-L-arginyl-L-arginineRefChem:1077174arginyl-arginyl-arginine6418-87-7(2S)-2-[[(2S)-2-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-5-(diaminomethylideneamino)pentanoyl]amino]-5-(diaminomethylideneamino)pentanoic acidCHEMBL1269805SCHEMBL29462955CHEBI:158723DTXSID101369662FA108536C01952
Show more names
POLY-L-ARGININE HCLmw10000-20000Arg dihydrochloridePoly-L-Arg HCl MW=29KDaPoly-L-Arg HCl MW=1.9KDaPoly-L-Arg HCl MW=9.6KDaPoly-L-Arg HCl MW=5.8KDaPoly-L-Arg HCl MW=38.5KDaPoly-L-arginine hydrochloridePOLY-L-ARGININE HYDROCHLORIDE MOL. W
(S)-2-((S)-2-((S)-2-Amino-5-guanidinopentanamido)-5-guanidinopentanamido)-5-guanidinopentanoic acid

Properties

Computed structural properties

XLogP
-8.5
Topological polar surface area
315 Ų
Hydrogen bond donors
10
Hydrogen bond acceptors
8
Rotatable bonds
17
Heavy atoms
34
Formal charge
0
Complexity
743

Physicochemical properties

storage temp.
-20 °C · -20°C
form
powder or solid
color
white to off-white
Major Application
cell analysis
Cosmetics Ingredients Functions
NAIL CONDITIONING
InChI
InChI=1/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t4-/s3
InChIKey
ODKSFYDXXFIFQN-UFLUHPNLNA-N
SMILES
C([C@H](N)C(=O)O)CCNC(N)=N |&1:1,r|
UNSPSC Code
12352209 · 12352209
NACRES
26 · NA.26
PPE
95 · Eyeshields, Gloves, type N95 (US)
WGK Germany
3 · 3
Storage Class
11 · 11 - Combustible Solids

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
Storage Class
11 - Combustible Solids

Chemistry & industry

Applications · 3 items

UsesPoly-L-arginine hydrochloride has been used:as polyelectrolyte solution in the synthesis of biodegradable capsulesas layer constituent, in the preparation of layer by layer (LbL) assembly of multilayer biodegradable shellsin assay for the determination of binding activity of C-reactive protein for polycationic ligands

UsesPoly-L-arginine hydrochloride has been used:to generate complex with stimulatory RNA isRNA9.2 as in neutrophilsused in ribosomal RNA transfection into human monocytic THP-1 cellsfor coating alginate capsule beads

General DescriptionPoly-L-arginine hydrochloride (PLA) is a homopolyamino acid. PLA enhances membrane permeability compared to poly-L-lysine. It has applications as drug carrier, neuroprotective agent and in anticancer vaccines preparations. Peptide vaccines in conjugation with PLA promotes antigen-presenting cells (APCs) to generate T cell and elicit immunostimulant functionality.

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Database identifiers

CAS
26982-20-7
PubChem CID
439610
DTXSID
DTXSID101369662
ChEMBL
CHEMBL1269805
ChEBI
CHEBI:158723
Nikkaji
J323.012K