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Key Documents

N1268

Sigma-Aldrich

4-Nitrophenyl β-D-mannopyranoside

≥98%, powder

Synonym(s):

p-Nitrophenyl β-D-mannopyranoside

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About This Item

Empirical Formula (Hill Notation):
C12H15NO8
CAS Number:
Molecular Weight:
301.25
Beilstein:
1436646
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

product name

4-Nitrophenyl β-D-mannopyranoside, ≥98%

Quality Level

Assay

≥98%

form

powder

solubility

water: 10 mg/mL, clear, colorless to very faintly green

storage temp.

−20°C

SMILES string

OC[C@H]1O[C@@H](Oc2ccc(cc2)[N+]([O-])=O)[C@@H](O)[C@@H](O)[C@@H]1O

InChI

1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-6(2-4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9-,10+,11+,12-/m1/s1

InChI key

IFBHRQDFSNCLOZ-LDMBFOFVSA-N

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Application

4-Nitrophenyl β-D-mannopyranoside has been used:
  • as a substrate to analyze the action mechanism of Pyrococcus furiosus thermostable glycosidase (PFTG) and kinetic parameters by isothermal titration calorimetry (ITC)
  • as a substrate for GH1-glucosidase (EaBgl1A) enzyme
  • as a substrate for screening cucumber enzymes

Biochem/physiol Actions

4-Nitrophenyl β-D-mannopyranoside or p-Nitrophenyl-β-D-mannopyranoside is a substrate for determining the activity of β-D-mannopyranosidase, an enzyme required to study about glycoproteins structural details.

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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Evaluation of enzymatic and non-enzymatic softening in low salt cucumber fermentations
Maruvada R and McFeeters RF
International Journal of Food Science and Technology, 44(6), 1108-1117 (2009)
G W Forsyth et al.
Clinica chimica acta; international journal of clinical chemistry, 216(1-2), 11-21 (1993-07-16)
The cytosolic beta-glucosidase activity that is found in a variety of mammalian tissues has no clearly defined function. In vitro assay conditions under which the broad-specificity beta-glucosidase hydrolyzes glucocerebroside at a significant rate have not been described. Nonetheless, it has
K Cavanagh et al.
American journal of veterinary research, 44(4), 681-684 (1983-04-01)
Experimental conditions for measuring caprine plasma beta-D-mannosidase activity are described with p-nitrophenyl-beta-D-mannopyranoside as a substrate. The plasma enzyme was stable for 3 months at -20 C or 1 week at 4 C. The optimal pH for activity was 5.0 in
Tanin Tangkuaram et al.
The Analyst, 131(8), 889-891 (2006-10-10)
Here we present a highly sensitive, rapid and simple electrochemical assay for glycosidases based on treatment of the glycosidase with the appropriate p-nitrophenyl glycoside and anodic detection of released p-nitrophenol. The attractive characteristics of the new bioassay should facilitate advanced
Sung H Park et al.
New biotechnology, 28(6), 639-648 (2011-06-01)
Genomic analysis of the hyperthermophilic archaeon Pyrococcus furiosus revealed the presence of an open reading frame (ORF PF0356) similar to the enzymes in glycoside hydrolase family 1. This β-glycosidase, designated PFTG (P. furiosus thermostable glycosidase), was cloned and expressed in

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