L-1,2,3,4-TETRAHYDRONORHARMAN-3-CARBOXYLIC ACID
L-1,2,3,4-TETRAHYDRONORHARMAN-3-CARBOXYLIC ACID Basic information
- Product Name:
- L-1,2,3,4-TETRAHYDRONORHARMAN-3-CARBOXYLIC ACID
- Synonyms:
-
- L-TRYPTOLINE-3-CARBOXYLIC ACID
- H-TPI-OH
- H-THNH(3)-OH
- L-2,3,4-TETRAHYDRO-BETA-CARBOLINE-3-CARBOXYLIC ACID
- L-1,2,3,4-TETRAHYDRO-9H-PYRIDO[3,4-B]INDOLE-3-CARBOXYLIC ACID
- L-1,2,3,4-TETRAHYDRONORHARMAN-3-CARBOXYLIC ACID
- 1,2,3,4-TETRAHYDRONORHARMAN-L-3-CARBOXYLIC ACID
- RARECHEM BK PT 0088
- CAS:
- 42438-90-4
- MF:
- C12H12N2O2
- MW:
- 216.24
- Product Categories:
-
- Phenylalanine analogs and other aromatic alpha amino acids
- 1
- Mol File:
- 42438-90-4.mol
L-1,2,3,4-TETRAHYDRONORHARMAN-3-CARBOXYLIC ACID Chemical Properties
- Melting point:
- 289 °C (dec.)(lit.)
- Boiling point:
- 485.0±45.0 °C(Predicted)
- Density
- 1.377±0.06 g/cm3(Predicted)
- storage temp.
- -20°C
- solubility
- soluble1.5mg/mL, clear (Solvent: 0.1N HCl:DMSO (1:1); warmed)
- pka
- 2.28±0.20(Predicted)
- form
- powder
- color
- white to beige
- optical activity
- [α]/D -57 to -67°, c = 1 (in MeOH:1N HCl (1:1))
- InChIKey
- FSNCEEGOMTYXKY-JTQLQIEISA-N
- CAS DataBase Reference
- 42438-90-4(CAS DataBase Reference)
MSDS
- Language:English Provider:SigmaAldrich
L-1,2,3,4-TETRAHYDRONORHARMAN-3-CARBOXYLIC ACID Usage And Synthesis
Chemical Properties
White to off-white powder
Uses
Lycoperodine-1 (Cyclomethyltryptophan) is an active product that can be isolated from tomato fruits (Lycopersicon sculentum). Lycoperodine-1 act as an agonist of Ca2+ sensing receptors (CaSR)[1].
Biochem/physiol Actions
TNCA is a tryptophan derivative that binds the parathyroid Ca2+-sensing receptor (CaSR) extracellular domain (ECD) hinge region between two globular subdomains and acts as a high-affinity CaSR ligand (CaSRL) with co-agonist activity. TNCA is shown to potentiate both Mg++- and Ca++-evoked cellular calcium response (0.1-0.5 mM), as well as Mg++-evoked cellular ERK1/2 phosphorylation in CaSR-expressing HEK293 cells (0.5 mM). AC-265347 (Cat. No. SML0129), on the other hand, is a calcimimetic that functions as a CaSR agonist.
References
[1] Shoji Yahara, et al. Steroidal Alkaloid Glycosides from Tomato (Lycopersicon esculentum). J Nat Prod. 2004 Mar;67(3):500-2. DOI:10.1021/np030382x
L-1,2,3,4-TETRAHYDRONORHARMAN-3-CARBOXYLIC ACIDSupplier
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