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Bromoenol lactone

Catalog No.: GC11021Purity:>98.00%Synonyms: BEL, Haloenol lactone, HELSS
브로모에놀 락톤((6E)-브로모에놀 락톤)은 IC50 값이 약 7μM인 칼슘 비의존성 포스포리파제 A2(iPLA2β)의 자살 기반 비가역적, 선택적, 강력한 억제제로, Ca2를 차단하지 않고 항원 자극 비만 세포 세포외 배출을 억제합니다. + 유입.

제품은 연구용으로만 사용됩니다. 인체에 사용할 수 없으며 환자에게 판매하지 않습니다.


Bromoenol lactone
Cas No.: 88070-98-8
10mM (in 1mL DMSO)In Stock
$66.00
1
5mgIn Stock
$60.00
1
10mgIn Stock
$116.00
1
25mgIn Stock
$161.00
1
50mgIn Stock
$279.00
1

인용 문헌 (Citations)

1 publications이 제품을 사용한 연구자들의 논문

제품 설명 (Description)

Bromoenol lactone is potent and irreversible inhibitor of myocardial cytosolic calcium-independent phospholipase A2 (iPLA2) with an IC50 value of 7μM [1]. Bromoenol lactone can induce the proteolysis of procaspase-9 and procaspase-3, increase the cleavage of poly(ADP-ribose) polymerase, and alter the mitochondrial membrane potential[2]. Bromoenol lactone has been widely used to inhibit voltage-gated Ca2+ channels and the classical transient receptor potential channels [3].

In vitro, Bromoenol lactone treatment (3μM) for 24 hours significantly inhibited the migration and proliferation of 4T1 cells induced by nicotine, and reduced the expression and secretion of MMP-9[4]. Bromoenol lactone (30μM) pretreatment for 30 minutes significantly enhanced the promoting effect of P2X7 agonists on the increase in the permeability of rat submandibular glandular cells[5]. 5μM of Bromoenol lactone pretreatment for 60 minutes significantly reduced prostaglandin production in rat mesangial cells induced by IL-1β and dibutyryl cAMP[6].

In vivo, Bromoenol lactone treatment via a subcutaneous injection at a dose of 30nmol (100μl) into the plantar skin of the left hind paw of rats significantly inhibited carrageenan-induced prostaglandin production and hyperalgesia in rat within 3 hours[7].

References:
[1] Takuma T, Ichida T. Role of Ca2Independent Phospholipase A2 in Exocytosis of Amylase from Parotid Acinar Cells[J]. The Journal of Biochemistry, 1997, 121(6): 1018-1024.
[2] Fuentes L, Pérez R, Nieto M L, et al. Bromoenol lactone promotes cell death by a mechanism involving phosphatidate phosphohydrolase-1 rather than calcium-independent phospholipase A2[J]. Journal of Biological Chemistry, 2003, 278(45): 44683-44690.
[3] Chakraborty S, Berwick Z C, Bartlett P J, et al. Bromoenol lactone inhibits voltage-gated Ca2+ and transient receptor potential canonical channels[J]. The Journal of pharmacology and experimental therapeutics, 2011, 339(2): 329-340.
[4] Calderon L E, Liu S, Arnold N, et al. Bromoenol lactone attenuates nicotine-induced breast cancer cell proliferation and migration[J]. PLoS One, 2015, 10(11): e0143277.
[5] Chaïb N, Kabré E, Alzola E, et al. Bromoenol lactone enhances the permeabilization of rat submandibular acinar cells by P2X7 agonists[J]. British journal of pharmacology, 2000, 129(4): 703.
[6] Akiba S, Hayama M, Sato T. Inhibition of Ca2+-independent phospholipase A2 by bromoenol lactone attenuates prostaglandin generation induced by interleukin-1β and dibutyryl cAMP in rat mesangial cells[J]. FEBS letters, 1998, 437(3): 225-228.
[7] Tsuchida K, Ibuki T, Matsumura K. Bromoenol lactone, an inhibitor of calcium‐independent phospholipase A2, suppresses carrageenan‐induced prostaglandin production and hyperalgesia in rat hind paw[J]. Mediators of Inflammation, 2015, 2015(1): 605727.

실험 프로토콜 (Protocol)

Cell experiment [1]:

Cell lines

4T1 cells

Preparation Method

4T1 cells were grown in DMEM medium with 10% (v/v) fetal bovine serum (FBS), 100μg/ml streptomycin, and 100U/ml penicillin at 37°C in 5% CO2/atmosphere. 4T1 cells were seeded at a density of 500 cells/100μl in the 96-well plates and allowed to adhere in a 5% CO2 incubator at 37°C overnight. The wells were treated with DMSO (control), 10μM Nicotine, 3μM Bromoenol lactone or both Bromoenol lactone and Nicotine; with retreatment after 24 hours. Cell viability was evaluated.

Reaction Conditions

3µM; 24h

Applications

Bromoenol lactone treatment significantly reduced nicotine-induced cell proliferation of 4T1 cells.
Animal experiment [2]:

Animal models

Male Sprague-Dawley rats

Preparation Method

Male Sprague-Dawley rats (nine weeks old; 300-320g) were housed singly in a standard environment with food and water ad libitum. The plantar surface of the left paw received a subcutaneous injection of either 3mg type λ carrageenan dissolved in 100μl saline or saline alone. Just after carrageenan injection, Bromoenol lactone (30nmol; 100μl) or vehicle (100μl of 0.1% DMSO in saline) was injected into (s.c.) the same site of left paw. Each rat was anesthetized with pentobarbital (60mg/kg; i.p.) 3h after subcutaneous injection, and the left hind leg was cut for biochemical analyses.

Dosage form

30nmol (100μl) for once; s.c.

Applications

Bromoenol lactone treatment significantly inhibited carrageenan-induced prostaglandin production in hind paw of rat.

References:
[1] Calderon L E, Liu S, Arnold N, et al. Bromoenol lactone attenuates nicotine-induced breast cancer cell proliferation and migration[J]. PLoS One, 2015, 10(11): e0143277.
[2] Tsuchida K, Ibuki T, Matsumura K. Bromoenol lactone, an inhibitor of calcium‐independent phospholipase A2, suppresses carrageenan‐induced prostaglandin production and hyperalgesia in rat hind paw[J]. Mediators of Inflammation, 2015, 2015(1): 605727.

제품 문서 (Product Documents)

Purity:>98.00%Appearance:A solid

화학적 특성 (Chemical Properties)

CAS 번호
88070-98-8
동의어
BEL, Haloenol lactone, HELSS
화학명
6E-(bromomethylene)tetrahydro-3-(1-naphthalenyl)-2H-pyran-2-one
SMILES
Br/C=C1\CCC(C(=O)O\1)c1cccc2ccccc12
분자식
C16H13BrO2
분자량
317.2
용해도
≤2mg/ml in ethanol;25mg/ml in DMSO;50mg/ml in dimethyl formamide
보관
Store at -20°C
일반 주의사항
제품의 용해도 데이터에 따라 적절한 용매를 선택하십시오. 조제 후에는 반복적인 동결·해동을 피할 수 있도록 저장 용액을 소분하십시오.
저장 용액은 -80°C 보관 시 6개월 이내, -20°C 보관 시 1개월 이내에 사용하십시오.
용해도를 높이려면 튜브를 37°C로 데운 뒤 적절한 시간 동안 초음파 처리하십시오.
배송 조건
평가용 샘플은 아이스팩과 함께 배송됩니다. 그 외 용량은 실온 배송되며, 요청 시 아이스팩과 함께 배송할 수 있습니다.

계산 도구 (Calculators)몰 농도 / 희석 / 분자량 / 단위 변환 / 생체 내 제형 / 용해도

g/mol

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