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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:
35599-02-1
Molecular Weight:
301.25
Beilstein/REAXYS Number:
1436646
EC Number:
252-633-9
MDL number:
MFCD00067650
UNSPSC Code:
12352204
PubChem Substance ID:
24897475
NACRES:
NA.32

product name

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

Quality Level

200

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.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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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
A practical preparation of p-nitrophenyl beta-d-mannopyranoside
Rosenfield L and Yuan CL
Carbohydrate Research, 46(1), 155-158 (1976)
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
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
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
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