Acetyl-L-aspartic acid β-tert-butyl ester
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Acetyl-L-aspartic acid β-tert-butyl ester

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Category
L-Amino Acids
Catalog number
BAT-003864
CAS number
117833-18-8
Molecular Formula
C10H17NO5
Molecular Weight
231.20
Acetyl-L-aspartic acid β-tert-butyl ester
IUPAC Name
(2S)-2-acetamido-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoic acid
Synonyms
Ac-L-Asp(OtBu)-OH; (S)-2-Acetamido-4-(tert-butoxy)-4-oxobutanoic acid; N-Acetyl-L-aspartic acid 4-tert-butyl ester
Appearance
Off-white solid
Purity
≥ 99%
Density
1.168 g/cm3
Boiling Point
449.609ºC at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C10H17NO5/c1-6(12)11-7(9(14)15)5-8(13)16-10(2,3)4/h7H,5H2,1-4H3,(H,11,12)(H,14,15)/t7-/m0/s1
InChI Key
NKNPTCBHHPHSEA-ZETCQYMHSA-N
Canonical SMILES
CC(=O)NC(CC(=O)OC(C)(C)C)C(=O)O
3. 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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