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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:
13726-76-6
Molecular Weight:
274.32
Beilstein:
2419628
EC Number:
237-295-2
MDL number:
MFCD00042632
UNSPSC Code:
12352209
PubChem Substance ID:
24865572
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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

408484-1G:
408484-VAR:
408484-5G:
408484-BULK:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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