4-Nitrophenyl α-D-galactopyranoside

Modify Date: 2024-01-02 14:28:21

4-Nitrophenyl α-D-galactopyranoside Structure
4-Nitrophenyl α-D-galactopyranoside structure
Common Name 4-Nitrophenyl α-D-galactopyranoside
CAS Number 7493-95-0 Molecular Weight 301.249
Density 1.6±0.1 g/cm3 Boiling Point 582.2±50.0 °C at 760 mmHg
Molecular Formula C12H15NO8 Melting Point 166-169ºC
MSDS USA Flash Point 305.9±30.1 °C

 Use of 4-Nitrophenyl α-D-galactopyranoside


4-Nitrophenyl α-D-galactopyranoside (PNP-alpha-D-Gal) is an artificial substrate of 4-nitrophenyl (pNP) glycopyranoside for detecting α-galactosidase activity. The amount of released pNP is significantly increased when 4-Nitrophenyl α-D-galactopyranoside is used as substrates[1].

 Names

Name 4-nitrophenyl-α-D-galactoside
Synonym More Synonyms

 4-Nitrophenyl α-D-galactopyranoside Biological Activity

Description 4-Nitrophenyl α-D-galactopyranoside (PNP-alpha-D-Gal) is an artificial substrate of 4-nitrophenyl (pNP) glycopyranoside for detecting α-galactosidase activity. The amount of released pNP is significantly increased when 4-Nitrophenyl α-D-galactopyranoside is used as substrates[1].
Related Catalog
In Vitro Using 4-nitorophenol (pNP)-glycopyranosides as pseudosubstrates, the amount of liberated pNP from the 4-Nitrophenyl α-D-galactopyranoside is significantly higher than that from the other pNP-glycopyranosides at pH 4.0 whereas no activity was detected at pH 7.0[1]. The digestion assays using 4-nitrophenyl (pNP) glycopyranosides as artificial substrates shows that yieldin liberated galactose residues from 4-Nitrophenyl α-D-galactopyranoside mainly at pH 4.0, i.e. the pH level where yield threshold is decreased at most[1].
References

[1]. Okamoto-Nakazato A. Implications of the galactosidase activity of yieldin in the regulatory mechanism of yield threshold that is fundamental to cell wall extension. Physiol Plant. 2018 Jun;163(2):259-266.

 Chemical & Physical Properties

Density 1.6±0.1 g/cm3
Boiling Point 582.2±50.0 °C at 760 mmHg
Melting Point 166-169ºC
Molecular Formula C12H15NO8
Molecular Weight 301.249
Flash Point 305.9±30.1 °C
Exact Mass 301.079773
PSA 145.20000
LogP -0.55
Vapour Pressure 0.0±1.7 mmHg at 25°C
Index of Refraction 1.648
Storage condition 2-8°C

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi
Risk Phrases 36/37/38
Safety Phrases 22-24/25
RIDADR NONH for all modes of transport
WGK Germany 3

 Synthetic Route

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4-Nitrophenyl α-D-galactopyranoside Structure

4-Nitrophenyl α...

CAS#:7493-95-0

Literature: Canadian Journal of Chemistry, , vol. 59, p. 314 - 320

~%

4-Nitrophenyl α-D-galactopyranoside Structure

4-Nitrophenyl α...

CAS#:7493-95-0

Literature: Justus Liebigs Annalen der Chemie, , vol. 589, p. 77,79 Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, , vol. 311, p. 54,58

~%

4-Nitrophenyl α-D-galactopyranoside Structure

4-Nitrophenyl α...

CAS#:7493-95-0

Literature: Canadian Journal of Chemistry, , vol. 59, p. 314 - 320

~%

4-Nitrophenyl α-D-galactopyranoside Structure

4-Nitrophenyl α...

CAS#:7493-95-0

Literature: Canadian Journal of Chemistry, , vol. 59, p. 314 - 320

~%

4-Nitrophenyl α-D-galactopyranoside Structure

4-Nitrophenyl α...

CAS#:7493-95-0

Literature: Justus Liebigs Annalen der Chemie, , vol. 589, p. 77,79 Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, , vol. 311, p. 54,58

 Articles28

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The galactophilic lectin, LecA, contributes to biofilm development in Pseudomonas aeruginosa.

Environ. Microbiol. 8(6) , 1095-104, (2006)

LecA (PA-IL) is a cytotoxic lectin and adhesin produced by Pseudomonas aeruginosa which binds hydrophobic galactosides with high specificity and affinity. By using a lecA-egfp translation fusion and i...

Cryptosporidium p30, a galactose/N-acetylgalactosamine-specific lectin, mediates infection in vitro.

J. Biol. Chem. 282 , 34877-87, (2007)

Cryptosporidium sp. cause human and animal diarrheal disease worldwide. The molecular mechanisms underlying Cryptosporidium attachment to, and invasion of, host cells are poorly understood. Previously...

Binding of hydrophobic D-galactopyranosides to the lactose permease of Escherichia coli.

Biochemistry 41(43) , 13039-45, (2002)

Binding of alpha- and beta-D-galactopyranosides with different hydrophobic aglycons was compared using substrate protection against N-ethylmaleimide alkylation of single-Cys148 lactose permease. As de...

 Synonyms

4-nitrophenyl-alpha-D-galactoside
4-Nitrophenyl β-D-galactopyranoside
1-O-[P-NITROPHENYL]-β-D-GALACTOPYRANOSE
β-D-Galactopyranoside, 4-nitrophenyl (9CI)
β-D-Galactopyranoside, 4-nitrophenyl
MFCD00065050
p-Nitrophenyl .α.-D-galactopyranoside
α-D-Galactopyranoside, 4-nitrophenyl
p-Nitrophenyl α-D-galactopyranoside
4-Nitrophenyl α-D-galactopyranoside
EINECS 231-343-6
p-Nitrophenyl β-D-galactopyranoside
4-Nitrophenyl a-D-galactopyranoside
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