Nα-Z-L-asparagine 4-nitrophenyl ester
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Nα-Z-L-asparagine 4-nitrophenyl ester

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Category
CBZ-Amino Acids
Catalog number
BAT-003221
CAS number
3256-57-3
Molecular Formula
C18H17N3O7
Molecular Weight
387.30
Nα-Z-L-asparagine 4-nitrophenyl ester
IUPAC Name
(4-nitrophenyl) (2S)-4-amino-4-oxo-2-(phenylmethoxycarbonylamino)butanoate
Synonyms
Z-L-Asn-Onp; Benzyloxycarbonyl-L-Asparagine P-Nitrophenyl Ester
Appearance
White to off-white powder
Purity
≥ 98%
Density
1.387 g/cm3
Storage
Store at 2-8 °C
InChI
InChI=1S/C18H17N3O7/c19-16(22)10-15(20-18(24)27-11-12-4-2-1-3-5-12)17(23)28-14-8-6-13(7-9-14)21(25)26/h1-9,15H,10-11H2,(H2,19,22)(H,20,24)/t15-/m0/s1
InChI Key
YLWIFNIVONXXMG-HNNXBMFYSA-N
Canonical SMILES
C1=CC=C(C=C1)COC(=O)NC(CC(=O)N)C(=O)OC2=CC=C(C=C2)[N+](=O)[O-]
1. β-Glucuronidase-coupled assays of glucuronoyl esterases
Lucia Fraňová, Vladimír Puchart, Peter Biely Anal Biochem. 2016 Oct 1;510:114-119. doi: 10.1016/j.ab.2016.07.023. Epub 2016 Jul 22.
Glucuronoyl esterases (GEs) are microbial enzymes with potential to cleave the ester bonds between lignin alcohols and xylan-bound 4-O-methyl-d-glucuronic acid in plant cell walls. This activity renders GEs attractive research targets for biotechnological applications. One of the factors impeding the progress in GE research is the lack of suitable substrates. In this work, we report a facile preparation of methyl esters of chromogenic 4-nitrophenyl and 5-bromo-4-chloro-3-indolyl β-D-glucuronides for qualitative and quantitative GE assay coupled with β-glucuronidase as the auxiliary enzyme. The indolyl derivative affording a blue indigo-type product is suitable for rapid and sensitive assay of GE in commercial preparations as well as for high throughput screening of microorganisms and genomic and metagenomic libraries.
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