CAS 17791-52-5: (tert-Butoxycarbonyl)-L-histidine
Description:(t-Butoxycarbonyl)-L-histidine, commonly referred to as Boc-L-histidine, is a derivative of the amino acid histidine, characterized by the presence of a tert-butoxycarbonyl (Boc) protecting group. This compound is typically used in peptide synthesis as a protective group for the amino group of histidine, which helps to prevent unwanted reactions during the synthesis process. The Boc group is stable under basic conditions and can be easily removed under acidic conditions, making it a valuable tool in organic synthesis. The structure of Boc-L-histidine includes a side chain imidazole ring, which is essential for the biological activity of histidine, particularly in enzyme catalysis and metal ion coordination. The compound is generally white to off-white in appearance and is soluble in organic solvents such as dichloromethane and dimethyl sulfoxide, but less soluble in water. Its molecular formula reflects the presence of carbon, hydrogen, nitrogen, and oxygen, and it is often utilized in the synthesis of various peptides and pharmaceuticals due to its ability to facilitate the formation of peptide bonds while maintaining the integrity of the histidine residue.
Formula:C11H17N3O4
InChI:InChI=1S/C11H17N3O4/c1-11(2,3)18-10(17)14-8(9(15)16)4-7-5-12-6-13-7/h5-6,8H,4H2,1-3H3,(H,12,13)(H,14,17)(H,15,16)/t8-/m0/s1
InChI key:InChIKey=AYMLQYFMYHISQO-QMMMGPOBSA-N
SMILES:O=C(OC(C)(C)C)NC(C(=O)O)CC1=CN=CN1
- Synonyms:
- (+)-N<sup>α</sup>-(tert-Butoxycarbonyl)-<span class="text-smallcaps">L</span>-histidine
- (2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-imidazol-5-yl)propanoate
- (2S)-2-[[(tert-Butoxy)carbonyl]amino]-3-(1H-imidazol-4-yl)propanoic acid
- (2S)-3-(1H-Imidazol-3-ium-5-yl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
- (tert-Butoxycarbonyl)-<span class="text-smallcaps">L</span>-histidine
- (tert-Butoxycarbonyl)histidine
- <span class="text-smallcaps">L</span>-Histidine, N-[(1,1-dimethylethoxy)carbonyl]-
- Boc-His-OH
- Histidine, N-carboxy-, N-tert-butyl ester
- Histidine, N-carboxy-, N-tert-butyl ester, <span class="text-smallcaps">L</span>-
- See more synonyms
- N(alpha)-boc-l-histidine
- N-(tert-butoxycarbonyl)-L-histidine
- N-(tert-butoxycarbonyl)histidine
- N-Boc-L-Histidine
- N-[(1,1-Dimethylethoxy)carbonyl]-<span class="text-smallcaps">L</span>-histidine
- N-tert-Butoxycarbonyl-<span class="text-smallcaps">L</span>-histidine
- N-tert-Butyloxycarbonyl-<span class="text-smallcaps">L</span>-histidine
- N-α-Boc-L-histidine
- N<sup>α</sup>-(tert-Butyloxycarbonyl)-<span class="text-smallcaps">L</span>-histidine
- NSC 334942
- tert-Butyloxycarbonyl-<span class="text-smallcaps">L</span>-histidine
- Histidine, N-carboxy-, N-tert-butyl ester, L-
- tert-Butyloxycarbonyl-L-histidine
- N-[(1,1-Dimethylethoxy)carbonyl]-L-histidine
- L-Histidine, N-[(1,1-dimethylethoxy)carbonyl]-