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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.

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Description
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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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3-Aminobenzamide ≥99% (TLC)

Sigma-Aldrich

A0788

3-Aminobenzamide

Ada Triguero et al.
Analytical biochemistry, 400(2), 173-183 (2010-01-30)
Plants synthesize N-glycans containing the antigenic sugars alpha(1,3)-fucose and beta(1,2)-xylose. Therefore it is important to monitor these N-glycans in monoclonal antibodies produced in plants (plantibodies). We evaluated several techniques to characterize the N-glycosylation of a plantibody produced in tobacco plants
Bing Xia et al.
The Journal of organic chemistry, 78(5), 1994-2004 (2012-12-29)
As electrostatic equivalents of magnets, organic electrets offer unparalleled properties for impacting energy conversion and electronic applications. While biological systems have evolved to efficiently utilize protein α-helices as molecular electrets, the synthetic counterparts of these conjugates still remain largely unexplored.
Leslie Alessandri et al.
mAbs, 4(4), 509-520 (2012-06-07)
The role of Fc glycans on clearance of IgG molecule has been examined by various groups in experiments where specific glycans have been enriched or the entire spectrum of glycans was studied after administration in pre-clinical or clinical pharmacokinetic (PK)
Joomi Ahn et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 878(3-4), 403-408 (2009-12-29)
Separation by hydrophilic interaction chromatography (HILIC) with fluorescence detection utilizing a sub-2 microm glycan column for the separation of 2-aminobenzamide (2-AB) labeled N-linked glycans is described. The HILIC column packed with a 1.7 microm amide sorbent improves the peak capacity
Nicolas Smargiasso et al.
Journal of the American Society for Mass Spectrometry, 23(3), 469-474 (2011-12-21)
One of the mechanisms leading to MALDI in-source decay (MALDI ISD) is the transfer of hydrogen radicals to analytes upon laser irradiation. Analytes such as peptides or proteins may undergo ISD and this method can therefore be exploited for top-down
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Articles

Glycan Labeling

Glycans play a key role in protein structure and disease; representation on cell surfaces is the glycome.

Glycan Labeling

Glycans play a key role in protein structure and disease; representation on cell surfaces is the glycome.

Glycan Labeling

Glycans play a key role in protein structure and disease; representation on cell surfaces is the glycome.

Glycan Labeling

Glycans play a key role in protein structure and disease; representation on cell surfaces is the glycome.

Protocols

Mass Spectrometry of Glycans

Explore mass spectrometry analysis of glycans for glycomic & glycoproteomic neutral & acidic glycan analysis. See a general mass spec glycan analysis procedure.

Mass Spectrometry of Glycans

Explore mass spectrometry analysis of glycans for glycomic & glycoproteomic neutral & acidic glycan analysis. See a general mass spec glycan analysis procedure.

Mass Spectrometry of Glycans

Explore mass spectrometry analysis of glycans for glycomic & glycoproteomic neutral & acidic glycan analysis. See a general mass spec glycan analysis procedure.

Mass Spectrometry of Glycans

Explore mass spectrometry analysis of glycans for glycomic & glycoproteomic neutral & acidic glycan analysis. See a general mass spec glycan analysis procedure.

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