Nα-Z-Nε-4-toluenesulfonyl-L-lysine 4-nitrophenyl ester
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Nα-Z-Nε-4-toluenesulfonyl-L-lysine 4-nitrophenyl ester

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Category
CBZ-Amino Acids
Catalog number
BAT-003248
CAS number
16879-94-0
Molecular Formula
C27H29N3O8S
Molecular Weight
555.61
Nα-Z-Nε-4-toluenesulfonyl-L-lysine 4-nitrophenyl ester
IUPAC Name
(4-nitrophenyl) (2S)-6-[(4-methylphenyl)sulfonylamino]-2-(phenylmethoxycarbonylamino)hexanoate
Synonyms
Z-L-Lys(Tos)-Onp; (S)-4-Nitrophenyl 2-(Benzyloxycarbonylamino)-6-(4-Methylphenylsulfonamido)Hexanoate
Appearance
Off-white powder
Purity
≥ 98% (TLC)
Melting Point
108-112 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C27H29N3O8S/c1-20-10-16-24(17-11-20)39(35,36)28-18-6-5-9-25(29-27(32)37-19-21-7-3-2-4-8-21)26(31)38-23-14-12-22(13-15-23)30(33)34/h2-4,7-8,10-17,25,28H,5-6,9,18-19H2,1H3,(H,29,32)/t25-/m0/s1
InChI Key
AITUCSPPSVJLOY-VWLOTQADSA-N
Canonical SMILES
CC1=CC=C(C=C1)S(=O)(=O)NCCCCC(C(=O)OC2=CC=C(C=C2)[N+](=O)[O-])NC(=O)OCC3=CC=CC=C3
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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