Boc-D-phenylglycine
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Boc-D-phenylglycine

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Category
BOC-Amino Acids
Catalog number
BAT-007089
CAS number
33125-05-2
Molecular Formula
C13H17NO4
Molecular Weight
251.28
Boc-D-phenylglycine
IUPAC Name
(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-phenylacetic acid
Synonyms
Boc-D-phenylglycine; (R)-Boc-2-aminophenylacetic acid
Appearance
White powder
Purity
≥ 99% (HPLC)
Density
1.182 g/cm3
Melting Point
88-91 °C
Boiling Point
407.2°C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C13H17NO4/c1-13(2,3)18-12(17)14-10(11(15)16)9-7-5-4-6-8-9/h4-8,10H,1-3H3,(H,14,17)(H,15,16)/t10-/m1/s1
InChI Key
HOBFSNNENNQQIU-SNVBAGLBSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(C1=CC=CC=C1)C(=O)O
1. Silica based click amino stationary phase for ion chromatography and hydrophilic interaction liquid chromatography
Yajing Liu, Qing Du, Bingcheng Yang, Feifang Zhang, Changhu Chu, Xinmiao Liang Analyst. 2012 Apr 7;137(7):1624-8. doi: 10.1039/c2an16277f. Epub 2012 Feb 17.
A silica based amino stationary phase was prepared by immobilization of propargylamine on azide-silica via click chemistry. This readily prepared click amino stationary phase demonstrated good selectivity in separation of common inorganic anions under ion chromatography (IC) mode, and the triazole ring in combination with free amino group was observed to play a major role for separation of the anions examined. On the other hand, the stationary phase also showed good hydrophilic interaction liquid chromatography (HILIC) properties in the separation of polar compounds including nucleosides, organic acids and bases. The retention mechanism was found to match well the typical HILIC retention.
2. A novel click chitooligosaccharide for hydrophilic interaction liquid chromatography
Hongxue Huang, Yu Jin, Meiyun Xue, Long Yu, Qing Fu, Yanxiong Ke, Changhu Chu, Xinmiao Liang Chem Commun (Camb). 2009 Dec 7;(45):6973-5. doi: 10.1039/b911680j. Epub 2009 Oct 19.
A novel chitooligosaccharide stationary phase for hydrophilic interaction liquid chromatography (HILIC) was developed via click chemistry and showed great HILIC characteristics on separation of polar compounds and enrichment of glycopeptides.
3. A novel click lysine zwitterionic stationary phase for hydrophilic interaction liquid chromatography
Hongyue Guo, Renhua Liu, Jinjin Yang, Bingcheng Yang, Xinmiao Liang, Changhu Chu J Chromatogr A. 2012 Feb 3;1223:47-52. doi: 10.1016/j.chroma.2011.12.033. Epub 2011 Dec 26.
A novel type of zwitterionic HILIC stationary phase was prepared by covalently bonding the l-azido lysine on silica gel via click chemistry. The key intermediate azido lysine was synthesized by transformation the amino group in l-Boc-lysine to corresponding azido group and subsequent removal of the N-protected group (Boc). Finally, the azido lysine was covalently bonded to silica beads by click chemistry to get click lysine. Its structure was confirmed by FT-IR and elemental analysis. The new stationary phase showed good HILIC characteristics, when it was applied to separate polar and hydrophilic compounds, such as organic acids, cephalosporins and carbapenems. Compared with the commercial stationary phases, such as Atlantics HILIC and ZIC-HILIC, click lysine displayed better or similar chromatographic behaviors.
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