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Sigma-Aldrich

3-Amino-4-hydroxybenzoic acid

97%, for peptide synthesis

Synonym(s):

4-Hydroxy-3-aminobenzoic acid

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About This Item

Linear Formula:
H2NC6H3(OH)CO2H
CAS Number:
1571-72-8
Molecular Weight:
153.14
Beilstein:
972238
EC Number:
216-390-2
MDL number:
MFCD00007697
UNSPSC Code:
12352106
eCl@ss:
32160406
PubChem Substance ID:
24857208
NACRES:
NA.22

product name

3-Amino-4-hydroxybenzoic acid, 97%

Assay

97%

form

solid

reaction suitability

reaction type: solution phase peptide synthesis

mp

208 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

Nc1cc(ccc1O)C(O)=O

InChI

1S/C7H7NO3/c8-5-3-4(7(10)11)1-2-6(5)9/h1-3,9H,8H2,(H,10,11)

InChI key

MRBKRZAPGUCWOS-UHFFFAOYSA-N

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Related Categories

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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Epigenetics, 15(3), 307-322 (2019-09-12)
Mutations in the enzyme isocitrate dehydrogenase 1 (IDH1) lead to metabolic alterations and a sustained formation of 2-hydroxyglutarate (2-HG). 2-HG is an oncometabolite as it inhibits the activity of α-ketoglutarate-dependent dioxygenases such as ten-eleven translocation (TET) enzymes. Inhibitors of mutant
Hirokazu Suzuki et al.
Journal of bacteriology, 189(5), 2155-2159 (2006-12-13)
An arylamine N-acetyltransferase (NAT) responsible for the N acetylation of exogenous 3-amino-4-hydroxybenzoic acid in Streptomyces griseus was identified and characterized. This enzyme was distinct from other eukaryotic and bacterial NATs in that it acetylated various 2-aminophenol derivatives more effectively than
Hirokazu Suzuki et al.
The Journal of antibiotics, 60(6), 380-387 (2007-07-10)
In grixazone biosynthesis by Streptomyces griseus, a key intermediate 3-amino-4-hydroxybenzoic acid (3,4-AHBA) is converted to another key intermediate 3-amino-4-hydroxybenzaldehyde (3,4-AHBAL). Two genes griC and griD in the grixazone biosynthesis gene cluster were found to be responsible for this conversion, because
Hirokazu Suzuki et al.
The Journal of biological chemistry, 281(48), 36944-36951 (2006-09-28)
The shikimate pathway, including seven enzymatic steps for production of chorismate via shikimate from phosphoenolpyruvate and erythrose-4-phosphate, is common in various organisms for the biosynthesis of not only aromatic amino acids but also most biogenic benzene derivatives. 3-Amino-4-hydroxybenzoic acid (3,4-AHBA)
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