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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

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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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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