283746

Sigma-Aldrich

4-(Aminomethyl)benzoic acid

97%

Synonym(s):
PAMBA
Linear Formula:
H2NCH2C6H4CO2H
CAS Number:
Molecular Weight:
151.16
Beilstein/REAXYS Number:
1100606
EC Number:
MDL number:
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

97%

reaction suitability

reaction type: solution phase peptide synthesis

application(s)

peptide synthesis: suitable

mp

≥300 °C (lit.)

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.

Packaging

5, 25, 100 g in poly bottle

Other Notes

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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...
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)
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...
Fmoc?based solid?phase synthesis of GPR54?agonistic pentapeptide derivatives containing alkene?and fluoroalkene?dipeptide isosteres.
Tomita K, et al.
Pept. Sci., 88(2), 272-278 (2007)
Synthesis of model glycolipids having two long alkyl chains.
Z Zhang et al.
Carbohydrate research, 277(2), C1-C3 (1995-11-22)

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