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Merck

283746

Sigma-Aldrich

4-(Aminomethyl)benzoic acid

97%, for peptide synthesis

Sinónimos:

PAMBA

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About This Item

Fórmula lineal:
H2NCH2C6H4CO2H
Número de CAS:
Peso molecular:
151.16
Beilstein/REAXYS Number:
1100606
EC Number:
MDL number:
UNSPSC Code:
12352106
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

product name

4-(Aminomethyl)benzoic acid, 97%

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

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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)
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)
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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