CAS 2279-15-4: N-(Benzyloxycarbonyl)-D-tryptophan
Description:N-(Benzyloxycarbonyl)-D-tryptophan, also known as Z-D-Trp, is a derivative of the amino acid tryptophan, characterized by the presence of a benzyloxycarbonyl (Z) protecting group on the amino group. This compound is typically used in peptide synthesis and as an intermediate in the production of various pharmaceuticals. It exhibits properties typical of amino acids, including the ability to participate in peptide bond formation. The benzyloxycarbonyl group enhances the stability of the amino group, making it less reactive under certain conditions, which is advantageous during synthetic procedures. N-(Benzyloxycarbonyl)-D-tryptophan is generally soluble in organic solvents, and its solubility can vary in aqueous solutions depending on pH. The compound is also known for its role in studies related to protein structure and function due to the unique properties of tryptophan, such as its ability to absorb ultraviolet light and its involvement in fluorescence. As with many chemical substances, proper handling and safety precautions are essential due to potential hazards associated with its use.
Formula:C19H18N2O4
InChI:InChI=1S/C19H18N2O4/c22-18(23)17(10-14-11-20-16-9-5-4-8-15(14)16)21-19(24)25-12-13-6-2-1-3-7-13/h1-9,11,17,20H,10,12H2,(H,21,24)(H,22,23)/t17-/m1/s1
InChI key:InChIKey=AHYFYYVVAXRMKB-QGZVFWFLSA-N
SMILES:O=C(OCC=1C=CC=CC1)NC(C(=O)O)CC2=CNC=3C=CC=CC32
- Synonyms:
- (2R)-2-(Benzyloxycarbonylamino)-3-(1H-indol-3-yl)propionic acid
- (2R)-3-(1H-Indol-3-yl)-2-(phenylmethoxycarbonylamino)propanoic acid
- (R)-2-(((Benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoic acid
- <span class="text-smallcaps">D</span>-(Carbobenzyloxy)tryptophan
- <span class="text-smallcaps">D</span>-Tryptophan, N-[(phenylmethoxy)carbonyl]-
- Cbz-<span class="text-smallcaps">D</span>-tryptophan
- Cbz-D-tryptophan
- N(alpha)-Benzyloxycarbonyl-D-tryptophan
- N(alpha)-Cbz-D-tryptophan
- N-(Benzyloxycarbonyl)-<span class="text-smallcaps">D</span>-tryptophan
- See more synonyms
- N-CBZ-<span class="text-smallcaps">D</span>-tryptophan
- N-Carbobenzoxy-<span class="text-smallcaps">D</span>-tryptophan
- N-Carbobenzyloxy-<span class="text-smallcaps">D</span>-tryptophan
- N-Cbz-D-Tryptophan
- N-[(Phenylmethoxy)carbonyl]-<span class="text-smallcaps">D</span>-tryptophan
- N-[(benzyloxy)carbonyl]-D-tryptophan
- N-α-Z-D-tryptophan
- Tryptophan, N-carboxy-, N-benzyl ester, <span class="text-smallcaps">D</span>-
- Z-D-Trp-oh
- N-(Benzyloxycarbonyl)-D-tryptophan
- Tryptophan, N-carboxy-, N-benzyl ester, D-
- D-(Carbobenzyloxy)tryptophan
- D-Tryptophan, N-[(phenylmethoxy)carbonyl]-
- N-[(Phenylmethoxy)carbonyl]-D-tryptophan