Z-L-aspartic acid β-tert-butyl ester α-methyl ester
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Z-L-aspartic acid β-tert-butyl ester α-methyl ester

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Category
CBZ-Amino Acids
Catalog number
BAT-003332
CAS number
63327-57-1
Molecular Formula
C17H23NO6
Molecular Weight
337.36
Z-L-aspartic acid β-tert-butyl ester α-methyl ester
IUPAC Name
4-O-tert-butyl 1-O-methyl (2S)-2-(phenylmethoxycarbonylamino)butanedioate
Synonyms
Z-L-Asp(OtBu)-Ome; (S)-4-Tert-Butyl 1-Methyl 2-(((Benzyloxy)Carbonyl)Amino)Succinate
Appearance
White to off-white powder
Purity
≥ 98% (HPLC)
Density
1.2±0.1 g/cm3
Melting Point
39-43 ºC
Boiling Point
459.3±45.0 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C17H23NO6/c1-17(2,3)24-14(19)10-13(15(20)22-4)18-16(21)23-11-12-8-6-5-7-9-12/h5-9,13H,10-11H2,1-4H3,(H,18,21)/t13-/m0/s1
InChI Key
HHCORPWNIMSWJP-ZDUSSCGKSA-N
Canonical SMILES
CC(C)(C)OC(=O)CC(C(=O)OC)NC(=O)OCC1=CC=CC=C1
1. Differentiation of aspartic and isoaspartic acids using electron transfer dissociation
Peter B O'Connor, Jason J Cournoyer, Sharon J Pitteri, Paul A Chrisman, Scott A McLuckey J Am Soc Mass Spectrom. 2006 Jan;17(1):15-19. doi: 10.1016/j.jasms.2005.08.019. Epub 2005 Dec 9.
Electron-transfer dissociation allows differentiation of isoaspartic acid and aspartic acid residues using the same c + 57 and z - 57 peaks that were previously observed with electron capture dissociation. These peaks clearly define both the presence and the position of isoaspartic acid residues and they are relatively abundant. The lower resolution of the ion trap instrument makes detection of the aspartic acid residue's diagnostic peak difficult because of interference with side-chain fragment ions from arginine residues, but the aspartic acid residues are still clearly observed in the backbone cleavages and can be inferred from the absence of the isoaspartic acid diagnostic ions.
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