An amino acid building block

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Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

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Product Categories

Product Type

Biochemicals

Synthetic Intermediates & Building Blocks

Research Area

Immunology & Inflammation

Infectious Disease

Bacterial Diseases

Boc-L-Arg-OH

Name: Boc-L-Arg-OH
Brand: -

Item No. 30448

Boc-L-Arg-OH (Nα-(t-butoxycarbonyl)-L-Arginine-OH, Nα-Boc-L-Arginine, N-α-Butoxycarbonyl-L-Arginine, N-tert-Butoxycarbonyl-L-Arginine, CAS Number: 13726-76-6)

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)

Technical Information

Formal Name

N²-[(1,1-dimethylethoxy)carbonyl]-L-arginine

CAS Number

13726-76-6

Synonyms

N^α-(t-butoxycarbonyl)-L-Arginine-OH
N^α-Boc-L-Arginine
N-^α-Butoxycarbonyl-L-Arginine
N-tert-Butoxycarbonyl-L-Arginine

Molecular Formula

C₁₁H₂₂N₄O₄

Formula Weight

274.3

Purity

≥95%

Formulation (Request formulation change)

A solid

Solubility(Learn about Variance in Solubility)

DMF: 15 mg/mlDMSO: 15 mg/mlEthanol: 15 mg/mlPBS (pH 7.2): 10 mg/ml

SMILES

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

InChi Code

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

Shipping & Storage Information

Storage

-20°C

Shipping

Wet ice in continental US; may vary elsewhere

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

1 g

$35

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5 g

$130

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Product Description

Boc-L-Arg-OH is an amino acid building block.^1,2,3 It has been used in the synthesis of antibacterial peptides and as an in vitro model substrate in the study of methylglyoxal peptide crosslinking via the Maillard reaction.

WARNING This product is not for human or veterinary use.

References & Product Citations

Product Description References

1. Strøm, M.B., Haug, B.E., Skar, M.L., et al. The pharmacophore of short cationic antibacterial peptides. J. Med. Chem. 46(9), 1567-1570 (2003).

2. Lederer, M.O., and Klaiber, R.G. Cross-linking of proteins by Maillard processes: Characterization and detection of lysine-arginine cross-links derived from glyoxal and methylglyoxal. Bioorg. Med. Chem. 7(11), 2499-2507 (1999).

3. Al-Abed, Y., Mitsuhashi, T., Ulrich, P., et al. Novel modifications of Nα-boc-arginine and Nα-CBZ-lysine by methylglyoxal. Bioorg. Med. Chem. Lett. 6(13), 1577-1578 (1996).

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