283746
4-(Aminomethyl)benzoic acid
97%, for peptide synthesis
Synonym(s):
PAMBA
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About This Item
Linear Formula:
H2NCH2C6H4CO2H
CAS Number:
Molecular Weight:
151.16
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352106
EC Number:
200-297-9
MDL number:
Beilstein/REAXYS Number:
1100606
Product Name
4-(Aminomethyl)benzoic acid, 97%
InChI key
QCTBMLYLENLHLA-UHFFFAOYSA-N
InChI
1S/C8H9NO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4H,5,9H2,(H,10,11)
SMILES string
NCc1ccc(cc1)C(O)=O
assay
97%
form
powder
reaction suitability
reaction type: solution phase peptide synthesis
mp
≥300 °C (lit.)
application(s)
peptide synthesis
Quality Level
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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)
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