CAS 1145-80-8: N-(Benzyloxycarbonyl)-L-serine
Description:N-(Benzyloxycarbonyl)-L-serine, also known as Z-L-serine, is a derivative of the amino acid L-serine, characterized by the presence of a benzyloxycarbonyl (Z) protecting group on the amino group. This compound is typically a white to off-white crystalline solid and is soluble in polar organic solvents such as methanol and dimethyl sulfoxide, but less soluble in non-polar solvents. It is commonly used in peptide synthesis as a protecting group for the amino group, allowing for selective reactions at the carboxyl group or side chains. The Z group can be removed under mild acidic conditions, facilitating the deprotection of the amino group when needed. N-(Benzyloxycarbonyl)-L-serine is also of interest in biochemical research and pharmaceutical applications due to its role in the synthesis of peptides and proteins. Its molecular structure includes a chiral center, making it optically active, and it exhibits properties typical of amino acids, such as the ability to participate in hydrogen bonding and form zwitterionic species in solution.
Formula:C11H13NO5
InChI:InChI=1S/C11H13NO5/c13-6-9(10(14)15)12-11(16)17-7-8-4-2-1-3-5-8/h1-5,9,13H,6-7H2,(H,12,16)(H,14,15)/t9-/m0/s1
InChI key:InChIKey=GNIDSOFZAKMQAO-VIFPVBQESA-N
SMILES:O=C(O)C(NC(=O)OCC=1C=CC=CC1)CO
- Synonyms:
- (2S)-2-[(Benzyloxycarbonyl)amino]-3-hydroxypropanoic acid
- (2S)-2-[[(Benzyloxy)carbonyl]amino]-3-hydroxypropanoic acid
- (2S)-3-Hydroxy-2-(phenylmethoxycarbonylamino)propanoic acid
- (S)-2-(Benzyloxycarbonylamino)-3-hydroxypropanoic acid
- <span class="text-smallcaps">L</span>-Carbobenzyloxy serine
- <span class="text-smallcaps">L</span>-Serine, N-[(phenylmethoxy)carbonyl]-
- <span class="text-smallcaps">L</span>-Serine, N-carboxy-, N-benzyl ester
- Benzyloxycarbonyl-<span class="text-smallcaps">L</span>-serine
- Cbz-L-serine
- N-(Benzyloxycarbonyl)-<span class="text-smallcaps">L</span>-serine
- See more synonyms
- N-Benzyloxycarbonyl-L-serine
- N-Carbobenzoxy-<span class="text-smallcaps">L</span>-serine
- N-Carbobenzyloxy-<span class="text-smallcaps">L</span>-serine
- N-[(Phenylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-serine
- N-[(Phenylmethoxy)carbonyl]serine
- N-[(benzyloxy)carbonyl]-L-serine
- N-[(benzyloxy)carbonyl]serine
- N-cbz-l-serine
- NSC 286604
- Serine, N-carboxy-, N-benzyl ester, <span class="text-smallcaps">L</span>-
- Z-Ser-OH
- L-Serine, N-[(phenylmethoxy)carbonyl]-
- L-Serine, N-carboxy-, N-benzyl ester
- N-[(Phenylmethoxy)carbonyl]-L-serine
- Serine, N-carboxy-, N-benzyl ester, L-