A chromogenic substrate
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2-Chloro-4-nitrophenyl-α-D-glucopyranoside

Item No. 16527

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-chloro-4-nitrophenyl-α-D-glucopyranoside
CAS Number
119047-14-2
Synonyms
  • CNP-α-D-glucopyranoside
Molecular Formula
C12H14ClNO8
Formula Weight
335.7
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 2 mg/ml
λmax
209, 229, 295 nm
SMILES
O[C@H]1[C@H](O)[C@@H](CO)O[C@H](OC2=C(Cl)C=C([N+]([O-])=O)C=C2)[C@@H]1O
InChi Code
InChI=1S/C12H14ClNO8/c13-6-3-5(14(19)20)1-2-7(6)21-12-11(18)10(17)9(16)8(4-15)22-12/h1-3,8-12,15-18H,4H2/t8-,9-,10+,11-,12+/m1/s1
InChi Key
PJCVBKZRKNFZOD-ZIQFBCGOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $49

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    50 mg

    $202

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    100 mg

    $354

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    Product Description

    Carbohydrates conjugated with 2-chloro-4-nitrophenyl (CNP) serve as chromogenic substrates in assays for enzymes that release CNP from the conjugated carbohydrate.1,2 For example, CNP-β-D-maltoheptaoside and CNP-α-maltotrioside are chromogenic substrates for α-amylase.3,4 2-Chloro-4-nitrophenyl-α-D-glucopyranoside is a conjugate of CNP and α-D-glucose. The related conjugate between CNP and β-D-glucose, 2-chloro-4-nitrophenyl β-D-glucopyranoside, is used as a chromogenic substrate for glycosyltransferases.5,6 This product is a chromogenic substrate for enzymes that target the linkage between CNP and α-D-glucose.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Makise, J., Saito, E., Obuchi, M., et al. Kinetic rate assay of urinary N-acetyl-β-D-glucosaminidase with 2-chloro-4-nitrophenyl-N-acetyl-β-D-glucosaminide as substrate. Clin. Chem. 34(10), 2140-2143 (1988).

    2. Matsui, I., and Svensson, B. Improved activity and modulated action pattern obtained by random mutagenesis at the fourth β-α loop involved in substrate binding to the catalytic (β/α)8-barrel domain of barley α-amylase 1. The Journal of Biological Chemisty 272(36), 22456-22463 (1997).

    3. Mori, H., Bak-Jensen, K.S., Gottschalk, T.E., et al. Modulation of activity and substrate binding modes by mutation of single and double subsites +1/+2 and -5/-6 of barley α-amylase 1. Eur. J. Biochem. 268(24), 6545-6558 (2001).

    4. Al-Dabbas, M.M., Kitahara, K., Suganuma, T., et al. Antioxidant and alpha-amylase inhibitory compounds from aerial parts of Varthemia iphionoides Boiss. Biosci. Biotechnol. Biochem. 70(9), 2178-2184 (2006).

    5. Gantt, R.W., Peltier-Pain, P., Singh, S., et al. Broadening the scope of glycosyltransferase-catalyzed sugar nucleotide synthesis. Proc. Natl. Acad. Sci. USA 110(19), 7648-7653 (2013).

    6. Gantt, R.W., Peltier-Pain, P., Cournoyer, W.J., et al. Using simple donors to drive the equilibria of glycosyltransferase-catalyzed reactions. Nat. Chem. Biol. 7(10), 685-691 (2011).