CAS 13726-76-6: N-tert-Butoxycarbonyl-L-arginine
Description:N-tert-Butoxycarbonyl-L-arginine, commonly referred to as Boc-Arg, is a derivative of the amino acid arginine, characterized by the presence of a tert-butoxycarbonyl (Boc) protecting group. This compound is typically utilized in peptide synthesis, particularly in the formation of arginine-containing peptides, as the Boc group serves to protect the amino group during coupling reactions. The structure of Boc-Arg includes a guanidinium group, which is characteristic of arginine, contributing to its basicity and ability to form hydrogen bonds. The presence of the Boc group enhances the stability of the amino acid under acidic conditions, making it easier to handle during synthetic procedures. Boc-Arg is generally soluble in organic solvents such as dichloromethane and dimethylformamide, while its solubility in water is limited. This compound is crucial in biochemistry and pharmaceutical research, particularly in the development of peptide-based drugs and in studies involving protein interactions. Proper handling and storage are essential due to its sensitivity to moisture and potential degradation under certain conditions.
Formula:C11H22N4O4
InChI: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:InChIKey=HSQIYOPBCOPMSS-ZETCQYMHSA-N
SMILES:O=C(OC(C)(C)C)NC(C(=O)O)CCCNC(=N)N
- Synonyms:
- (2S)-2-[[(tert-Butoxy)carbonyl]amino]-5-carbamimidamidopentanoic acid
- (2S)-5-(Diaminomethylideneazaniumyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate
- (S)-2-[(tert-Butoxycarbonyl)amino]-5-guanidinopentanoic acid
- <span class="text-smallcaps">L</span>-Arginine, N<sup>2</sup>-[(1,1-dimethylethoxy)carbonyl]-
- Arginine, N<sup>2</sup>-carboxy-, N<sup>2</sup>-tert-butyl ester, <span class="text-smallcaps">L</span>-
- Boc-<span class="text-smallcaps">L</span>-arginine
- Boc-Arg-OH
- Boc-L-arginine
- N-alpha-(tert-butoxycarbonyl)-L-arginine
- N-tert-Butoxycarbonyl-<span class="text-smallcaps">L</span>-arginine
- See more synonyms
- N-α-Butyloxycarbonyl-<span class="text-smallcaps">L</span>-arginine
- N<sup>2</sup>-[(1,1-Dimethylethoxy)carbonyl]-<span class="text-smallcaps">L</span>-arginine
- N<sup>2</sup>-tert-Butoxycarbonyl-<span class="text-smallcaps">L</span>-arginine
- N~2~-(tert-butoxycarbonyl)-N~5~-(diaminomethylidene)-L-ornithine
- N-tert-Butoxycarbonyl-L-arginine
- N2-[(1,1-Dimethylethoxy)carbonyl]-L-arginine
- L-Arginine, N2-[(1,1-dimethylethoxy)carbonyl]-
- Arginine, N2-carboxy-, N2-tert-butyl ester, L-
- N-α-Butyloxycarbonyl-L-arginine