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N1268

Sigma-Aldrich

4-Nitrophenyl β-D-mannopyranoside

≥98%

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Synonym(s):
p-Nitrophenyl β-D-mannopyranoside
Empirical Formula (Hill Notation):
C12H15NO8
CAS Number:
35599-02-1
Molecular Weight:
301.25
Beilstein:
1436646
EC Number:
252-633-9
MDL number:
MFCD00067650
PubChem Substance ID:
24897475
NACRES:
NA.32

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

Regulatory Information

监管及禁止进口产品

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S H Khan et al.
Carbohydrate research, 207(1), 57-69 (1990-10-15)
Methyl 3,4,6-tri-O-benzyl-beta-D-mannopyranoside (2), methyl 2,3-O-isopropylidene-beta-D-mannopyranoside (11), and 4-nitrophenyl 2,3-O-isopropylidene-beta-D-mannopyranoside (12) were each condensed with 2,3,4,6-tetra-O-acetyl-alpha-D-mannopyranosyl bromide (1) in the presence of mercuric cyanide, to give after deprotection, methyl 2-(5) and 6-O-alpha-D-mannopyranosyl-beta-D-mannopyranoside (15), and 4-nitrophenyl 6-O-alpha-D-mannopyranosyl-beta-D-mannopyranoside (20), respectively. A similar condensation
Yunhan Hsu et al.
Fungal genetics and biology : FG & B, 144, 103441-103441 (2020-08-11)
To better understand the roles of genes involved in mannan degradation in filamentous fungi, in this study we searched, identified, and characterized one putative GH5 endo-β-mannanase (GH5-7) and two putative GH2 mannan-degrading enzymes (GH2-1 and GH2-4) in Neurospora crassa. Real-time
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
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)
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