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289647

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%

Quality Level

200

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK5418
BCCH1778
BCCF2697
BCBV1698
BCBT9556

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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
Christian Gerecke et al.
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
Experience with cheetan in management of HIV infection.
J Chege et al.
East African medical journal, 74(7), 460-461 (1997-07-01)
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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