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A89804

Sigma-Aldrich

Anthranilamide

≥98%

Synonym(s):

2-AB, 2-Aminobenzamide, Anthranilic acid amide

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About This Item

Linear Formula:
2-(H2N)C6H4CONH2
CAS Number:
88-68-6
Molecular Weight:
136.15
Beilstein:
508509
EC Number:
201-851-2
MDL number:
MFCD00007981
UNSPSC Code:
12352100
PubChem Substance ID:
24891390
NACRES:
NA.22

Assay

≥98%

form

crystals

mp

111-113 °C (lit.)

fluorescence

λex 330 nm; λem 420 nm(lit.)

SMILES string

NC(=O)c1ccccc1N

InChI

1S/C7H8N2O/c8-6-4-2-1-3-5(6)7(9)10/h1-4H,8H2,(H2,9,10)

InChI key

PXBFMLJZNCDSMP-UHFFFAOYSA-N

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Application

Fluorescently labels glycans containing a free reducing terminus.
Used for non-selective, efficient fluorescent labeling of glycans. Slightly less sensitive than anthranilic acid (2-AA) for glycan labeling.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

365.0 °F

Flash Point(C)

> 185 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Michael Melmer et al.
Analytical and bioanalytical chemistry, 398(2), 905-914 (2010-07-20)
In contrast with conventional drugs, biopharmaceuticals are highly complex molecules with remarkable heterogeneity. Protein glycosylation is an inherent source of this heterogeneity and also affects the safety, efficacy, and serum half-life of therapeutic glycoproteins. Therefore analysis of the glycan pattern
Jia Jia et al.
Organic & biomolecular chemistry, 10(31), 6279-6286 (2012-06-23)
Three fluorescent probes CdABA', CdABA and ZnABA', which are structural isomers of ZnABA, have been designed with N,N-bis(2-pyridylmethyl) ethylenediamine (BPEA) as chelator and 2-aminobenzamide as fluorophore. These probes can be divided into two groups: CdABA, CdABA' for Cd(2+) and ZnABA
Karina Mariño et al.
Glycobiology, 21(10), 1317-1330 (2011-05-14)
Although the properties of milk oligosaccharides have been of scientific interest for many years, their structural diversity presents a challenging analytical task. In the quest for a simple and robust technology to characterize the different oligosaccharides present in milk, we
Udayanath Aich et al.
The FEBS journal, 278(10), 1699-1712 (2011-03-18)
Agglutination of red blood cells (RBCs), including chicken RBCs (cRBCs), has been used extensively to estimate viral titer, to screen glycan-receptor binding preference, and to assess the protective response of vaccines. Although this assay enjoys widespread use, some virus strains
Maja Pucić et al.
Molecular & cellular proteomics : MCP, 10(10), M111-M111 (2011-06-10)
All immunoglobulin G molecules carry N-glycans, which modulate their biological activity. Changes in N-glycosylation of IgG associate with various diseases and affect the activity of therapeutic antibodies and intravenous immunoglobulins. We have developed a novel 96-well protein G monolithic plate
View All Related Papers

Articles

Methods and Matrices for Mass Spectrometry of Glycans

Glycosylation is known to have profound influence on various physiochemical, cellular and biological functions of proteins. Alterations in this modification are known to affect the immune system and have been associated with various pathological states such as cancer, rheumatoid arthritis, and inflammatory diseases.

Methods and matrices for mass spectrometry of glycans

Mass Spectrometry of Glycans, method comparison and products

Glycan Labeling

Structural modifications of proteins are essential to living cells. When aberrantly regulated they are often the basis of disease. Glycans are responsible for much of the structural variation in biologic systems, and their representation on cell surfaces is commonly called the “glycome.”

Protocols

Mass Spectrometry of Glycans

The development of modern mass spectrometry (MS) equipment with high resolution and mass accuracy has led to its use in analyzing glycans for both profiling and structural studies.

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