L(-)-Pipecolinic acid Chemical Properties

Melting point:

272 °C(lit.)

alpha 

-27.5 º (c=5, H2O 24 ºC)

Boiling point:

239.22°C (rough estimate)

Density 

1.1426 (rough estimate)

refractive index 

-27 ° (C=4, H2O)

storage temp. 

2-8°C

solubility 

Water: Soluble

form 

Fine Crystalline Powder

pka

2.28(at 25℃)

color 

White

optical activity

[α]25/D 26.4°, c = 1 in H2O

Water Solubility 

soluble

Merck 

14,7458

BRN 

81093

InChIKey

HXEACLLIILLPRG-YFKPBYRVSA-N

CAS DataBase Reference

3105-95-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-24/25

WGK Germany 

3

TSCA 

No

HS Code 

29339900

MSDS

• Language:English Provider:L(-)-Pipecolinic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

L(-)-Pipecolinic acid Usage And Synthesis

Description

L-Pipecolinic acid is involved in synaptic transmission in the central nervous system. It is also used as pharmaceutical intermediate. It is a lysine metabolite; defect in its catabolism is involved in hyperpipecolic acidemia, cerebro-hepato-renal syndrome, neonatal onset adrenoleukodystrophy, and infantile Refsum disease. It can be associated with some forms of epilepsy. CRYM, a taxon-specific crystallin protein that also binds thyroid hormones, is involved in the pipecolic acid pathway.

Chemical Properties

white to light yellow crystal powde

Uses

L-Pipecolinic acid is involved in synaptic transmission in the central nervous system. It is also used as pharmaceutical intermediate.

Uses

Pipecolic acid is involved in synaptic transmission in the central nervous system. The l-form occurs in plants.

Definition

ChEBI: A pipecolate that is the conjugate acid of L--pipecolic acid.

General Description

Occurs in seeds, malt, edible mushrooms, fruits, etc.

Biochem/physiol Actions

L-pipecolic acid is implicated in Zellweger syndrome. Pipecolic acid is also a plant defence metabolite. It is a signaling compound essential for systemic acquired resistance (SAR).

Purification Methods

It crystallises from water. The (±)-picrate has m 158-159o (from EtOH or C6H6). [Beilstein 22 H 7, 22 III/IV 97, 22/1 V 220.] The R(+)-enantiomer [1723-00-8] has m 277o(dec) and [] D 20 +27o (c 4, H2O), and the S(-)-enantiomer [3105-95-1] has m 277o(dec) and [] D 20 -26o (c 4, H2O).[cf p 603, Beilstein 22 III/IV 96, 22/1 V 220.]

L(-)-Pipecolinic acid(3105-95-1)Related Product Information

• Folic acid
• DROPERIDOL
• Stearic acid
• 2,2,6,6-Tetramethyl-4-piperidinol
• Triacetonediamine
• Haloperidol
• Ethyl 2-(Chlorosulfonyl)acetate
• Citric acid
• Ascoric Acid
• Diphenoxylate
• D-1-CBZ-PIPECOLINIC ACID,N-FMOC-(R)-PIPECOLINIC ACID,FMOC-D-HOMOPROLINE,N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-D-HOMOPROLINE
• FMOC-L-PIPECOLIC ACID
• PIPECOLINIC ACID,DL-HOMOPROLINE,DL-Pipecolinic acid,2-PIPERIDINECARBOXYLIC ACID , DL-PIPECOLINIC ACID,Pipecolinic acid/Piperidine-2-carboxylic acid
• N-ALPHA-T-BUTOXYCARBONYL-DL-HOMOPROLINE,BOC-DL-HOMOPROLINE
• (R)-(+)-N-Boc-2-piperidinecarboxylic acid
• (S)-1-Boc-piperidine-2-carboxylic acid
• DL-Pipecolinic acid
• DL-HOMOPROLINE ETHYL ESTER,(±)-Ethyl piperidine-2-carboxylate, DL-Homoproline ethyl ester,PIPECOLINIC ACID ETHYL ESTER