All Photos(1)

09340

Sigma-Aldrich

2-Aminopyridine

purum, ≥98.0% (NT)

Synonym(s):
2-AP, 2-Pyridinamine, 2-Pyridylamine
Empirical Formula (Hill Notation):
C5H6N2
CAS Number:
Molecular Weight:
94.11
Beilstein:
105785
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

grade

purum

assay

≥98.0% (NT)

bp

204-210 °C (lit.)

mp

54-58 °C (lit.)
54-59 °C

SMILES string

Nc1ccccn1

InChI

1S/C5H6N2/c6-5-3-1-2-4-7-5/h1-4H,(H2,6,7)

InChI key

ICSNLGPSRYBMBD-UHFFFAOYSA-N

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Application

Used to label neutral and acidic glycans for fluorescent and UV detection in HPLC. 2-AP has also been used to derivatize sialyloligosaccharides for detection in FAB-MS.

Pictograms

CorrosionSkull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1A

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

197.6 °F - closed cup

Flash Point(C)

92 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Fotini N Lamari et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 793(1), 15-36 (2003-07-26)
Carbohydrates, either alone or as constituents of glycoproteins, proteoglycans and glycolipids, are mediators of several cellular events and (patho)physiological processes. Progress in the "glycome" project is closely related to the analytical tools used to define carbohydrate structure and correlate structure
M Okamoto
Bioscience, biotechnology, and biochemistry, 65(11), 2519-2527 (2002-01-17)
To establish a new protocol for sensitive detection and structural characterization of sialyl oligosaccharides, their sensitivities and structural information from mass spectrometry and tandem mass spectrometry with FAB-, ESI-, and MALDI were evaluated in detail. Among these ionization methods, FAB-MS
Thomas Zengeya et al.
Angewandte Chemie (International ed. in English), 51(50), 12593-12596 (2012-11-06)
Peptide nucleic acids containing thymidine and 2-aminopyridine (M) nucleobases form stable and sequence-selective triple helices with double-stranded RNA at physiologically relevant conditions. The M-modified PNA showed unique RNA selectivity by having two orders of magnitude higher affinity for the double-stranded
Daniela P Gouvêa et al.
Ultrasonics sonochemistry, 19(6), 1127-1131 (2012-04-10)
The efficient multicomponent synthesis of thiazolidinones from the reaction of arenealdehydes, mercaptoacetic acid and 2-picolilamine or 2-aminopyridine under ultrasound irradiation are reported. The reaction with 2-aminopyridine needs a Lewis acid catalysis to afford the corresponding 2-aryl-3-(pyridin-2-yl)-1,3-thiazolidin-4-ones. All novel compounds were
Tadasu Urashima et al.
Advances in nutrition (Bethesda, Md.), 3(3), 473S-482S (2012-05-16)
Human milk and colostrum contain ∼12-13 g/L and ∼22-24 g/L of oligosaccharides, respectively. The chemical structures of >100 human milk oligosaccharides (HMO) have been characterized to date. We determined the concentrations of 10 neutral and 9 acidic colostrum HMO collected

Articles

Sialic Acid

Review article and products for sialic acid synthesis and signaling.

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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