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Key Documents

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:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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