L-Aspartic acid β-tert-butyl ester
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L-Aspartic acid β-tert-butyl ester

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L-Aspartic acid 4-tert-butyl ester is a protected form of L-Aspartic acid. L-Aspartic acid is a non-essential amino acid that is used to biosynthesize other amino acids within the human body. L-Aspartic acid also increases membrane conductance of mammalian neurons by voltage-dependent means, causing depolarization and nerve impulses that travel to key areas of the central nervous system.

Category
L-Amino Acids
Catalog number
BAT-004122
CAS number
3057-74-7
Molecular Formula
C8H15NO4
Molecular Weight
189.20
L-Aspartic acid β-tert-butyl ester
IUPAC Name
(2S)-2-amino-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoic acid
Synonyms
L-Aspartic acid β-tert-butyl ester; L-aspartic acid 4-tert-butyl ester; (2S)-2-amino-4-[(2-methylpropan-2-yl)oxy]-4-oxobutanoic acid
Appearance
White powder
Purity
≥ 98% (Assay)
Density
1.162±0.06 g/cm3
Melting Point
220 °C (dec.)
Boiling Point
318.7±37.0 °C
Storage
Store at RT
InChI
InChI=1S/C8H15NO4/c1-8(2,3)13-6(10)4-5(9)7(11)12/h5H,4,9H2,1-3H3,(H,11,12)/t5-/m0/s1
InChI Key
MXWMFBYWXMXRPD-YFKPBYRVSA-N
Canonical SMILES
CC(C)(C)OC(=O)CC(C(=O)O)N
1.Synthesis of the C-terminal half of thymosin alpha 1 by the polymeric reagent method.
Mokotoff M, Patchornik A. Int J Pept Protein Res. 1983 Feb;21(2):145-54.
In this report we further show the utility and efficiency of polymer-bound 1-hydroxybenzotriazole (PHBT) as an almost ideal support for the polymeric reagent method of peptide synthesis. This was demonstrated by the synthesis of thymosin alpha 1 (15-28), in which two suitably blocked segments, Boc-Asp (OtBu)-Leu-Lys (2Cz)-Glu (OBzl)-Lys (2Cz)-Lys (2Cz)-OH (3) and Boc-Glu (OBzl)-Val-Val-Glu (OBzl)-Glu (OBzl)-Ala-Glu (OBzl)-Asn-OBzl (2), were prepared entirely by utilizing PHBT activation for each coupling step. After appropriate deblocking of 2, segments 2 and 3 were coupled by the DCC-HOBT method, followed by complete deblocking and ion-exchange chromatographic purification, affording the C-terminal half of thymosin alpha 1, H-Asp-Leu-Lys-Glu-Lys-Lys-Glu-Val-Val-Glu-Glu-Ala-Glu-Asn-OH (1).
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