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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:
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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
D G Semaan et al.
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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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