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408484

Sigma-Aldrich

Boc-Arg-OH

for peptide synthesis

Synonym(s):

Nα-(tert-Butoxycarbonyl)-L-arginine, Nα-Boc-L-arginine

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About This Item

Linear Formula:
HN=C(NH2)NH(CH2)3CH(COOH)NHC(O)OC(CH3)3
CAS Number:
Molecular Weight:
274.32
Beilstein/REAXYS Number:
2419628
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

product name

Boc-Arg-OH,

form

powder

Quality Level

optical activity

[α]20/D −6.5°, c = 1 in acetic acid

reaction suitability

reaction type: Boc solid-phase peptide synthesis

impurities

5-10% n-butanol

application(s)

peptide synthesis

SMILES string

CC(C)(C)OC(=O)N[C@@H](CCCNC(N)=N)C(O)=O

InChI

1S/C11H22N4O4/c1-11(2,3)19-10(18)15-7(8(16)17)5-4-6-14-9(12)13/h7H,4-6H2,1-3H3,(H,15,18)(H,16,17)(H4,12,13,14)/t7-/m0/s1

InChI key

HSQIYOPBCOPMSS-ZETCQYMHSA-N

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Application

  • Studying the kinetics of tanning reactions: The study compares the color development kinetics in tanning reactions involving dihydroxyacetone with both free and Boc-protected basic amino acids, highlighting Boc-Arg-OH′s role in stabilizing reactive intermediates in cosmetic chemistry (Sun et al., 2022).
  • Protonation states in peptide synthesis: This research examines the side-chain protonation states of a fluorescent arginine derivative, including Boc-Arg-OH, to optimize fluorescence in peptide synthesis for bioimaging applications (Marshall et al., 2019).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)


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Luis Guzmán et al.
Molecules (Basel, Switzerland), 20(6), 11017-11033 (2015-06-18)
Accidental exposure to uranium is a matter of concern, as U(VI) is nephrotoxic in both human and animal models, and its toxicity is associated to chemical toxicity instead of radioactivity. We synthesized different PAMAM G4 and G5 derivatives in order

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