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Key Documents

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:
Molecular Weight:
136.15
Beilstein:
508509
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

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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)
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
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

Articles

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

Protocols

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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