CAS Number52-52-8
Synonyms1-Aminocyclopentanecarboxylicacid; 1-aminocyclopentane-1-carboxylic acid; 1-Aminocyclopropane-1-carboxylic acid; EINECS 200-144-6; 1-amino-1-carboxylic cyclopentane; 1-Amino-1-cyclopentanecarboxylic acid; ACPC; MFCD00001381; Cycloleucine; 1-amino-1-carboxycyclopentane; Cyclolencine; 1-Aminocyclopentanecarboxylic acid; 1-Amino-1-cyclopentanecarboxylate; 1-aminocyclopentane-1-carboxylicacid
Molecular FormulaH2NC5H8CO2H
Molecular Weight129.16
Purity97%
Density1.2±0.1 g/cm3
Boiling Point256.1±23.0 °C at 760 mmHg
Melting Point320 °C (dec.) (lit.)
Appearancecrystals
EINECS200-144-6
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 52-52-8 |
| Catalog No. | 2A-9016631 |
| Chinese Name | 环亮氨酸 |
| Synonyms | 1-Aminocyclopentanecarboxylicacid; 1-aminocyclopentane-1-carboxylic acid; 1-Aminocyclopropane-1-carboxylic acid; EINECS 200-144-6; 1-amino-1-carboxylic cyclopentane; 1-Amino-1-cyclopentanecarboxylic acid; ACPC; MFCD00001381; Cycloleucine; 1-amino-1-carboxycyclopentane; Cyclolencine; 1-Aminocyclopentanecarboxylic acid; 1-Amino-1-cyclopentanecarboxylate; 1-aminocyclopentane-1-carboxylicacid |
| Molecular Formula | H2NC5H8CO2H |
| Molecular Weight | 129.16 |
| Purity | 97 |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 256.1±23.0 °C at 760 mmHg |
| Melting Point | 320 °C (dec.) (lit.) |
| Appearance | crystals |
| Water Solubility | 5 g/100 mL |
| Storage Condition | Should be sealed and stored in a cool, dry place. |
| Packaging | III |
| Application | Cycloleucine is a specific inhibitor of S-adenosylmethionine-mediated methylation. Cycloleucine is an antagonist of the glycine allosteric site of the NMDA receptor with a Ki value of 600 μM. Cycloleu |
| EINECS | 200-144-6 |
| HTC | 2922499990 |
| UN(IATA) | UN 2811 |
| PubChem ID | 24890914 |
| MDL Number | MFCD00001381 |
| SMILES | NC1(CCCC1)C(O)=O |
| InChI | 1S/C6H11NO2/c7-6(5(8)9)3-1-2-4-6/h1-4,7H2,(H,8,9) |
| InChI Key | NILQLFBWTXNUOE-UHFFFAOYSA-N |
| Beilstein/REAXYS | 636626 |
| NACRES Code | NA.22 |
| UNSPSC | 12352209 |
| Hazard Symbols | 6.1 |
| Risk Codes | R22 |
| Safety Description | S22;S24/25 |
| MSDS | msds/16631_1_52_52_8.pdf |
| Bioactivity | Cycloleucine is a specific inhibitor of S-adenosyl-methionine mediated methylation. Cycloleucine is antagonist of NMDA receptor associated glycine receptor, with a Ki of 600 μM. Cycloleucine is also a competitive inhibitor of ATP: L-methionine-S-adenosyl transferase in vitro. Cycloleucine has anxiolytic and cytostatic effects[1][2][3][4]. Related Catalog Signaling Pathways >> Neuronal Signaling >> iGluR Research Areas >> Cancer Research Areas >> Infection Research Areas >> Metabolic Disease Research Areas >> Neurological Disease Signaling Pathways >> Membrane Transporter/Ion Channel >> iGluR Target Ki: 600 μM (NMDA)[1][2] In Vitro Cycloleucine (4-40 mM; 3 h) blocks internal methylation of viral RNA in B77 transformed chick embryo fibroblasts[5]. Cycloleucine (40 mM; 24 h) blocks the formation of both m6A and the penultimate Gm in B77 38S RNA subunits by greater than 90%[5]. Cytostatic (10 µg/mL) inhibits the viability human KB and mouse L1210s leukemia cell lines[5]. In Vivo Cycloleucine (0.5-4 µg; intracerebroventrical injection) increases time spent in open arms, open arm entries, and extreme arrivals in rats[3]. Animal Model: Male rats bilaterally cannulated into the nucleus accumbens septi (NAS)[3] Dosage: 1 µL of 0.5, 1.0, 2.0, 4 µg/µL Administration: Intracerebroventrical injection Result: Increased time spent in the open arms and extreme arrivals at all doses. Increased open arm entries at the dose of 4 μg. References [1]. Hood WF, et, al. 1-Aminocyclobutane-1-carboxylate (ACBC): a specific antagonist of the N-methyl-D-aspartate receptor coupled glycine receptor. Eur J Pharmacol. 1989 Feb 28;161(2-3):281-2. [2]. Caboche M, et, al. RNA methylation and control of eukaryotic RNA biosynthesis. Effects of cycloleucine, a specific inhibitor of methylation, on ribosomal RNA maturation. Eur J Biochem. 1977 Mar 15;74(1):19-29. [3]. Gargiulo API, et, al. Effects of Cycloleucine in the Nucleus Accumbens Septi on the Elevated plus Maze Test in Rats. Neuropsychobiology. 2020;79(3):191-197. [4]. Duś D, et, al. Cytostatic activity in vitro of cycloleucine, aspartic acid and glutamic acid phosphonic analogues. Arch Immunol Ther Exp (Warsz). 1980;28(3):433-8. [5]. Dimock K, et, al. Cycloleucine blocks 5'-terminal and internal methylations of avian sarcoma virus genome RNA. Biochemistry. 1978 Aug 22;17(17):3627-32. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 256.1±23.0 °C at 760 mmHg Melting Point 320 °C (dec.)(lit.) Molecular Formula C6H11NO2 Molecular Weight 129.157 Flash Point 108.7±22.6 °C Exact Mass 129.078979 PSA 63.32000 LogP -0.05 Vapour Pressure 0.0±1.1 mmHg at 25°C Index of Refraction 1.522 InChIKey NILQLFBWTXNUOE-UHFFFAOYSA-N SMILES NC1(C(=O)O)CCCC1 Water Solubility 5 g/100 mL |
| Use of | Cycloleucine is a specific inhibitor of S-adenosyl-methionine mediated methylation. Cycloleucine is antagonist of NMDA receptor associated glycine receptor, with a Ki of 600 μM. Cycloleucine is also a competitive inhibitor of ATP: L-methionine-S-adenosyl transferase in vitro. Cycloleucine has anxiolytic and cytostatic effects[1][2][3][4]. Properties Articles29 Name 1-aminocyclopentanecarboxylic acid Synonym More Synonyms Cycloleucine Biological Activity Description Cycloleucine is a specific inhibitor of S-adenosyl-methionine mediated methylation. Cycloleucine is antagonist of NMDA receptor associated glycine receptor, with a Ki of 600 μM. Cycloleucine is also a competitive inhibitor of ATP: L-methionine-S-adenosyl transferase in vitro. Cycloleucine has anxiolytic and cytostatic effects[1][2][3][4]. Related Catalog Signaling Pathways >> Neuronal Signaling >> iGluR Research Areas >> Cancer Research Areas >> Infection Research Areas >> Metabolic Disease Research Areas >> Neurological Disease Signaling Pathways >> Membrane Transporter/Ion Channel >> iGluR Ki: 600 μM (NMDA)[1][2] In Vivo Cycloleucine (0.5-4 µg; intracerebroventrical injection) increases time spent in open arms, open arm entries, and extreme arrivals in rats[3]. Animal Model: Male rats bilaterally cannulated into the nucleus accumbens septi (NAS)[3] Dosage: 1 µL of 0.5, 1.0, 2.0, 4 µg/µL Administration: Intracerebroventrical injection Result: Increased time spent in the open arms and extreme arrivals at all doses. Increased open arm entries at the dose of 4 μg. References [1]. Hood WF, et, al. 1-Aminocyclobutane-1-carboxylate (ACBC): a specific antagonist of the N-methyl-D-aspartate receptor coupled glycine receptor. Eur J Pharmacol. 1989 Feb 28;161(2-3):281-2. [2]. Caboche M, et, al. RNA methylation and control of eukaryotic RNA biosynthesis. Effects of cycloleucine, a specific inhibitor of methylation, on ribosomal RNA maturation. Eur J Biochem. 1977 Mar 15;74(1):19-29. [3]. Gargiulo API, et, al. Effects of Cycloleucine in the Nucleus Accumbens Septi on the Elevated plus Maze Test in Rats. Neuropsychobiology. 2020;79(3):191-197. [4]. Duś D, et, al. Cytostatic activity in vitro of cycloleucine, aspartic acid and glutamic acid phosphonic analogues. Arch Immunol Ther Exp (Warsz). 1980;28(3):433-8. [5]. Dimock K, et, al. Cycloleucine blocks 5'-terminal and internal methylations of avian sarcoma virus genome RNA. Biochemistry. 1978 Aug 22;17(17):3627-32. Chemical & Physical Properties Molecular Formula C6H11NO2 Exact Mass 129.078979 PSA 63.32000 LogP -0.05 Index of Refraction 1.522 InChIKey NILQLFBWTXNUOE-UHFFFAOYSA-N SMILES NC1(C(=O)O)CCCC1 |
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| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: Item 1 Poisons. UN number: 2811 Proper Shipping Name: Toxic Solid, Organic, Not Otherwise Specified Packing grade: III |
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