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N8638

Sigma-Aldrich

4-Nitrophenyl β-D-N,N′,N′′-triacetylchitotriose

chitinase substrate; lysozyme substrate, ≥98% (TLC), powder

Synonym(s):

4-Nitrophenyl b-D-N,N′,N′′-triacetylchitotriose, 4-Nitrophenyl beta-D-N,N′,N′′-triacetylchitotriose, N-[2-[5-acetamido-6-[5-acetamido-4-hydroxy-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxan-3-yl]oxy-4-hydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

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About This Item

Empirical Formula (Hill Notation):
C30H44N4O18
CAS Number:
Molecular Weight:
748.69
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

product name

4-Nitrophenyl β-D-N,N′,N′′-triacetylchitotriose, chitinase and lysozyme substrate

Quality Level

Assay

≥98% (TLC)

form

powder

solubility

DMSO: 9.80-10.20 mg/mL, clear to slightly hazy, colorless to yellow

storage temp.

2-8°C

SMILES string

CC(=O)NC1C(O)C(O)C(CO)OC1OC2C(O)C(NC(C)=O)C(OC2CO)OC3C(O)C(NC(C)=O)C(OC3CO)Oc4ccc(cc4)N(=O)=O

InChI

1S/C30H44N4O18/c1-11(38)31-19-23(42)22(41)16(8-35)48-29(19)51-27-18(10-37)50-30(21(25(27)44)33-13(3)40)52-26-17(9-36)49-28(20(24(26)43)32-12(2)39)47-15-6-4-14(5-7-15)34(45)46/h4-7,16-30,35-37,41-44H,8-10H2,1-3H3,(H,31,38)(H,32,39)(H,33,40)

InChI key

UWYYAJFSFHIFNY-UHFFFAOYSA-N

General description

4-Nitrophenyl β-D-N,N′,N′′-triacetylchitotriose is a substrate for hydrolytic activity of chitinase enzyme, with the release of chromogenic end product p-nitrophenol, measured at 405 nm.

Application

4-Nitrophenyl β-D-N,N′,N′′-triacetylchitotriose has been used as a substrate for determining the endochitinase activity of a novel protein isolated from the yam (Dioscorea opposita Thunb.) (DOI), enzyme activity of recombinant chitinase CvChi45.

Substrates

Chitinase and lysozyme substrate

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Osawa, T. and Nakazawa, Y.
Biochimica et Biophysica Acta, 130, 56-56 (1966)
Expression and efficient secretion of a functional chitinase from Chromobacterium violaceum in Escherichia coli
Lobo MDP, et al.
BMC biotechnology, 13(1), 46-46 (2013)
Kam Lok Wong et al.
Scientific reports, 5, 10179-10179 (2015-07-15)
A novel protein, designated as DOI, isolated from the Chinese yam (Dioscorea opposita Thunb.) could be the first protein drug for the treatment of menopausal syndrome and an alternative to hormone replacement therapy (HRT), which is known to have undesirable

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