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73681

Sigma-Aldrich

4-Nitrophenyl α-D-maltohexaoside

≥95.0% (HPLC), powder

Synonym(s):

4-Nitrophenyl α-D-hexa-(1→4)-glucopyranoside

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About This Item

Empirical Formula (Hill Notation):
C42H65NO33
CAS Number:
Molecular Weight:
1111.95
Beilstein/REAXYS Number:
3586152
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.83

product name

4-Nitrophenyl α-D-maltohexaoside, ≥95.0% (HPLC)

assay

≥95.0% (HPLC)

form

powder

impurities

≤5% water

storage temp.

2-8°C

SMILES string

OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O[C@@H]2CO)O[C@H]3[C@H](O)[C@@H](O)[C@H](O[C@@H]3CO)O[C@H]4[C@H](O)[C@@H](O)[C@H](O[C@@H]4CO)O[C@H]5[C@H](O)[C@@H](O)[C@H](O[C@@H]5CO)O[C@H]6[C@H](O)[C@@H](O)[C@H](O[C@@H]6CO)Oc7ccc(cc7)[N+]([O-])=O)[C@H](O)[C@@H](O)[C@@H]1O

InChI

1S/C42H65NO33/c44-5-13-19(50)20(51)26(57)38(66-13)72-33-15(7-46)68-40(28(59)22(33)53)74-35-17(9-48)70-42(30(61)24(35)55)76-36-18(10-49)71-41(31(62)25(36)56)75-34-16(8-47)69-39(29(60)23(34)54)73-32-14(6-45)67-37(27(58)21(32)52)65-12-3-1-11(2-4-12)43(63)64/h1-4,13-42,44-62H,5-10H2/t13-,14-,15-,16-,17-,18-,19-,20+,21-,22-,23-,24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-,35-,36-,37+,38-,39-,40-,41-,42-/m1/s1

InChI key

GNFSLPRCTKUSTG-UYDBUFRNSA-N

Application

4-Nitrophenyl ǥ-D-maltohexaoside has been used to assay ǥ-amylase enzyme activity.

Biochem/physiol Actions

4-Nitrophenyl ǥ-D-maltohexaoside serves as a chromogenic substrate for ǥ-amylases and yields a yellow product upon cleavage that can be spectrophotometrically measured at 44 nm.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

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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K Lorentz
Journal of clinical chemistry and clinical biochemistry. Zeitschrift fur klinische Chemie und klinische Biochemie, 21(7), 463-471 (1983-07-01)
Measurements of alpha-amylase with 4-nitrophenyl glucosides offer the following advantages over methods that rely on the formation of NADH: a short lag phase, no apparent interference by metabolites and enzymes of the sample and extremely stable substrates with low blank
Daniel P Birnbaum et al.
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Bacterial cellulose (BC) has excellent material properties and can be produced sustainably through simple bacterial culture, but BC-producing bacteria lack the extensive genetic toolkits of model organisms such as Escherichia coli (E. coli). Here, a simple approach is reported for
D G Semaan et al.
Journal of ethnopharmacology, 203, 39-46 (2017-03-28)
Ethno-botanical information from diabetic patients in Cuba led to the identification of Allophylus cominia as a possible source of new drugs for the treatment of type 2 diabetes mellitus (T2-DM). Chemical characterization of the extracts from A. cominia was carried
Daniel P Birnbaum et al.
Advanced science (Weinheim, Baden-Wurttemberg, Germany), 8(11), 2004699-2004699 (2021-06-19)
Bacterial cellulose (BC) has excellent material properties and can be produced sustainably through simple bacterial culture, but BC-producing bacteria lack the extensive genetic toolkits of model organisms such as Escherichia coli (E. coli). Here, a simple approach is reported for

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