Boc-D-alanine N-hydroxysuccinimide ester
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Boc-D-alanine N-hydroxysuccinimide ester

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Category
BOC-Amino Acids
Catalog number
BAT-002704
CAS number
34404-33-6
Molecular Formula
C12H18N2O6
Molecular Weight
286.28
Boc-D-alanine N-hydroxysuccinimide ester
IUPAC Name
(2,5-dioxopyrrolidin-1-yl) (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
Synonyms
Boc-D-Ala-OSu
Appearance
White powder
Purity
≥ 98% (HPLC)
Melting Point
149-163 ºC
Storage
Store at 2-8°C
InChI
InChI=1S/C12H18N2O6/c1-7(13-11(18)19-12(2,3)4)10(17)20-14-8(15)5-6-9(14)16/h7H,5-6H2,1-4H3,(H,13,18)/t7-/m1/s1
InChI Key
COMUWNFVTWKSDT-SSDOTTSWSA-N
Canonical SMILES
CC(C(=O)ON1C(=O)CCC1=O)NC(=O)OC(C)(C)C
1.Separation of D- and L-amino acids by ion exchange column chromatography in the form of alanyl dipeptides.
Csapó J1, Tóth-Pósfai I, Csapó-Kiss Z. Amino Acids. 1991 Oct;1(3):331-7. doi: 10.1007/BF00814002.
A method of ion exchange column chromatography was developed for the determination of D- and L-amino acids in the form of diastereomeric dipeptide. First the protein containing samples were hydrolyzed with 6 molar hydrochloric acid, then the single amino acids were separated in an LKB automated amino acid analyzer with the LKB fraction collector. Following lyophilization, the single amino acids were transformed into alanyl dipeptides with tertiary-butyloxycarbonil-L-alanine-N-hydroxy-succinimide (t-BOC-L-Ala-ONSu) active ester. The alanyl dipeptides were easily separated from one another and the initial amino acids. Determination of the D- and L-amino acids in this form is relatively accurate and reproducible but takes some time (33-38 min). Accuracy of the determination is satisfactory. The coefficient of variation amounts to 3-5%. The use of the method is suggested to laboratories having an amino acid analyzer and wish to determine D-and L-amino acids in synthetic-amino acids complements, peptides or natural materials.
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