Boc-Arg-OH

Name: Boc-Arg-OH
Brand: ALDRICH

for peptide synthesis

Synonym(s):

N_α-(tert-Butoxycarbonyl)-L-arginine, N_α-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

NACRES:

NA.22

PubChem Substance ID:

24865572

UNSPSC Code:

12352209

EC Number:

237-295-2

MDL number:

MFCD00042632

Beilstein/REAXYS Number:

2419628

Key Documents

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Product Name

Boc-Arg-OH,

InChI key

HSQIYOPBCOPMSS-ZETCQYMHSA-N

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

SMILES string

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

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

Quality Level

100

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Show Differences

1 of 4

This Item	15506	408441	15038
Sigma-Aldrich 408484 Boc-Arg-OH	Sigma-Aldrich 15506 Boc-Arg(Tos)-OH	Sigma-Aldrich 408441 Boc-Gln-OH	Sigma-Aldrich 15038 Boc-Arg(Pbf)-OH
form powder	form powder	form powder	form powder
optical activity [α]20/D −6.5°, c = 1 in acetic acid	optical activity [α]20/D −3.5±0.5°, c = 4% in DMF	optical activity [α]20/D −3.5°, c = 1 in ethanol	optical activity -
Quality Level 100	Quality Level 100	Quality Level -	Quality Level 100
impurities 5-10% n-butanol	impurities ~2% water	impurities -	impurities -
reaction suitability reaction type: Boc solid-phase peptide synthesis	reaction suitability reaction type: Boc solid-phase peptide synthesis	reaction suitability reaction type: Boc solid-phase peptide synthesis	reaction suitability reaction type: Boc solid-phase peptide synthesis
application(s) peptide synthesis	application(s) peptide synthesis	application(s) peptide synthesis	application(s) peptide synthesis

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

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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Single injection of IL-12 coacervate as an effective therapy against B16-F10 melanoma in mice.

Mintai P Hwang et al.

Journal of controlled release : official journal of the Controlled Release Society, 318, 270-278 (2019-12-24)

Melanoma is the deadliest type of skin cancer with one of the fastest increasing incidence rates among solid tumors. The use of checkpoint inhibitors (e.g. αPD-1 antibody) has recently emerged as a viable alternative to conventional modes of therapy. However

In Vivo Nanodetoxication for Acute Uranium Exposure.

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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