| Identification | More | [Name]
L(-)-Pipecolinic acid | [CAS]
3105-95-1 | [Synonyms]
2-PIPERIDINECARBOXYLIC ACID, (S)-
(2S)-(-)-PIPECOLINIC ACID
H-HOMOPRO-OH
H-HOPRO-OH
H-L-PIP-OH
HOMOPROLINE
H-PIC(2)-OH
H-PIPERIDINE-2-CARBOXYLIC ACID
L-2-PIPERIDINECARBOXYLIC ACID
L-HOMOPRO
L-HOMOPROLINE
L-PIPECOLIC ACID
(L)-PIPECOLIC ACIDS
(-)-L-PIPECOLINIC ACID
L-(-)-PIPECOLINIC ACID
L-PIPECOLINIC ACID
PIP-OH
RARECHEM BK PT F201
(S)-(-)-2-PIPERIDINECARBOXYLIC ACID
(S)-2-PIPERIDINECARBOXYLIC ACID | [EINECS(EC#)]
221-462-1 | [Molecular Formula]
C6H11NO2 | [MDL Number]
MFCD00005981 | [Molecular Weight]
129.16 | [MOL File]
3105-95-1.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powde | [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. ]
Store at RT. | [solubility ]
Water: Soluble | [form ]
Fine Crystalline Powder | [pka]
2.28(at 25℃) | [color ]
White | [Optical Rotation]
[α]25/D 26.4°, c = 1 in H2O | [Water Solubility ]
soluble | [Merck ]
14,7458 | [BRN ]
81093 | [InChI]
1S/C6H11NO2/c8-6(9)5-3-1-2-4-7-5/h5,7H,1-4H2,(H,8,9)/t5-/m0/s1 | [InChIKey]
HXEACLLIILLPRG-YFKPBYRVSA-N | [SMILES]
OC(=O)[C@@H]1CCCCN1 | [CAS DataBase Reference]
3105-95-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [TSCA ]
No | [HS Code ]
29333990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Questions And Answer | Back Directory | [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.
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| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powde | [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.] |
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