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283746

Sigma-Aldrich

4-(Aminomethyl)benzoic acid

97%, for peptide synthesis

Synonym(s):

PAMBA

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About This Item

Linear Formula:
H2NCH2C6H4CO2H
CAS Number:
56-91-7
Molecular Weight:
151.16
Beilstein:
1100606
EC Number:
200-297-9
MDL number:
MFCD00010203
UNSPSC Code:
12352106
eCl@ss:
32160406
PubChem Substance ID:
24857129
NACRES:
NA.22

product name

4-(Aminomethyl)benzoic acid, 97%

Quality Level

200

Assay

97%

form

powder

reaction suitability

reaction type: solution phase peptide synthesis

mp

≥300 °C (lit.)

application(s)

peptide synthesis

SMILES string

NCc1ccc(cc1)C(O)=O

InChI

1S/C8H9NO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4H,5,9H2,(H,10,11)

InChI key

QCTBMLYLENLHLA-UHFFFAOYSA-N

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Application

4-(Aminomethyl)benzoic acid (PAMBA) can be used in the synthesis of:
  • Cobalt carboxy phosphonates.
  • Apoptozole (Az), which has cellular potency to promote membrane trafficking of mutant cystic fibrosis transmembrane conductance regulator (CFTR) chloride channel activity.
  • Cyclopeptide composed of L-glutamic acid and 3-aminobenzoic acid that can be used as receptors for a variety of cations and anions.
  • A bioactive peptide which has potent GPR54 (a G protein-coupled receptor) agonistic activity.

Other Notes

4-(Aminomethyl)benzoic acid is also an antihemorrhagic agent, which is used for the treatment of internal haemorrhage.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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
0000355730
0000347351
0000355730
0000335383
0000222754

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Shingo Nakajima et al.
Molecular nutrition & food research, 56(5), 753-760 (2012-06-01)
Dietary peptides are potent stimulators of cholecystokinin (CCK) secretion, but the sensing mechanism in CCK-producing cells is poorly understood. Recently, it has been demonstrated that the calcium-sensing receptor (CaSR) mediates CCK secretion induced by amino acids. We investigated the role
Marcus Tirado et al.
Journal of the American Society for Mass Spectrometry, 23(3), 475-482 (2012-01-06)
While recent studies have shown that for some peptides, such as oligoglycines and Leu-enkephalin, mid-sized b fragment ions exist as a mixture of oxazolone and macrocycle structures, other primary structure motifs, such as QWFGLM, are shown to exclusively give rise
Synthesis of model glycolipids having two long alkyl chains.
Z Zhang et al.
Carbohydrate research, 277(2), C1-C3 (1995-11-22)
Large increase in cation binding affinity of artificial cyclopeptide receptors by an allosteric effect.
Kubik S.
Journal of the American Chemical Society, 121(25), 5846-5855 (1999)
Zhou-Jun Shen et al.
World journal of urology, 25(5), 525-529 (2007-08-01)
To clarify whether intravesical usage of fibrin clot stabilizer epsilon-aminocaproic acid (EACA) or p-aminomethyl benzoic acid (PAMBA) and different injuries enhance fibronectin (FN)-mediated bacillus Calmette-Guérin (BCG) attachment to bladder wall. Thirty New Zealand male white rabbits were randomly divided into
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