HELSS (Haloenol lactone suicide substrate, BEL, Bromoenol lactone)CAS: 88070-98-8
MF: C16H13BrO2
MW: 317.18
An inhibitor of Ca-independent PLA2 and Mg-dependent PAP.

HELSS (Haloenol lactone suicide substrate, BEL, Bromoenol lactone) (CAS 88070-98-8)

HELSS (Haloenol lactone suicide substrate, BEL, Bromoenol lactone) | CAS 88070-98-8 is rated 5.0 out of 5 by 1.
  • y_2020, m_1, d_23, h_19
  • bvseo_bulk, prod_bvrr, vn_bulk_3.0.4
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_201418, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getAggregateRating, 126ms
  • REVIEWS, PRODUCT
5
1
4
0
3
0
2
0
1
0
Synonym: 6-(Bromomethylene)tetrahydro-3-(1-naphthaleneyl)-2H-pyran-2-one
Application: An inhibitor of Ca-independent PLA2 and Mg-dependent PAP
CAS Number: 88070-98-8
Purity: 98%
Molecular Weight: 317.18
Molecular Formula: C16H13BrO2
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

Haloenol lactone (HELSS) is a potent and irreversible inhibitor that selectively targets and forms a covalent bond with myocardial group VI iPLA2 (calcium-independent phospholipase A2). Group VI iPLA2 (Calcium-independent phospholipase A2) is a mediator of arachidonic acid release from aortic smooth cells induced by vasopressin. Inhibition of arachidonic acid release was found to be saturable and specific due to HELSS's 1,000-fold selectivity for inhibition of calcium-independent versus calcium-dependent PLA2. HELSS has also been observed to inhibit cellular cytosolic magnesium-dependent PAP (phosphatidic acid phosphohydrolase) activity in intact P388D1 macrophages. It is noted that this compound is also a GST (glutathione S-transferases) inhibitor that could help prevent GST-mediated drug resistance. HELSS (Haloenol lactone suicide substrate, BEL, Bromoenol lactone) is an inhibitor of Chymotrypsin.


References

1. Hazen, S.L., et al. 1991. J. Biol. Chem. 266: 7227-7232. PMID: 2016324
2. Lehman, J.J., et al. 1993. J. Biol. Chem. 268: 20713-20716. PMID: 8407892
3. Balsinde, J. and Dennis, E.A. 1996. J. Biol. Chem. 271: 31937-31941. PMID: 8943239
4. Zheng, J., et al. 1997. Biochem. Biophys. Res. Commun. 241: 13-17. PMID: 9405226
5. Franchi, L., et al. 2009. J Innate Immun. 1: 607-617. PMID: 20160900

Physical State :
Solid
Solubility :
Soluble in DMSO (25 mg/ml), ethanol (5 mg/ml), DMF (50 mg/ml), water (<50 ug/ml) at 25° C, PBS pH 7.2, chloroform, and ethyl acetate.
Storage :
Store at -20° C
Melting Point :
103-106° C
Boiling Point :
466.96° C at 760 mmHg (Predicted)
Density :
1.54 g/cm3 (Predicted)
Refractive Index :
n20D 1.72 (Predicted)
IC50 :
PLA2 involved in the release of arachidonate induced by vasopressin stimulation of A-10 smooth muscle cells: IC50 = 1 µM; macrophage iPLA2: IC50 = 60 nM; PLA2: IC50 = 60 nM; Mg2+-dependent phophatidate phosphohydrolase from P388D1 macrophages: IC50 = ~8 µM
Ki Data :
chymotrypsin: Ki= 636 nM; myocardial cytosolic calcium-independent phospholipase A2: Ki= 180 nM
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
5940264
MDL Number :
MFCD00270871
SMILES :
C1C/C(=C\\Br)/OC(=O)C1C2=CC=CC3=CC=CC=C32

Download SDS (MSDS)

Certificate of Analysis

Adobe Acrobat Reader is required to reliably view,
print and comment on PDF documents

HELSS (Haloenol lactone suicide substrate, BEL, Bromoenol lactone)  Product Citations

See how others have used HELSS (Haloenol lactone suicide substrate, BEL, Bromoenol lactone). Click on the entry to view the PubMed entry .

Citations 1 to 7 of 7 total

PMID: # 26076361  Sánchez Campos, S. et al. 2015. PloS one. 10: e0130726.

PMID: # 23451150  2013. PLoS ONE. 8: e57081.

PMID: # 23791636  Rodríguez Diez, G. et al. 2013. Exp. Eye Res. 113: 172-81.

PMID: # 22767227  Cai, Q. et al. 2012. FASEB J. 26: 3306-20.

PMID: # 15003994  Gilroy, DW. et al. 2004. FASEB J. 18: 489-498.

PMID: # 11230346  Parmentier, JH. et al. 2001. Hypertension. 37: 623-629.

PMID: # 9458738  Freeman, EJ. et al. 1998. Am. J. Physiol. 274: C282-C288.

Citations 1 to 7 of 7 total
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getContent, 133ms
  • QUESTIONS, PRODUCT
  • bvseo-msg: The resource to the URL or file is currently unavailable.;
Rated 5 out of 5 by from Gilroy et al Gilroy et al. (PubMed ID 15003994) used HELSS (Haloenol lactone suicide substrate, BEL, Bromoenol lactone) to selectively inhibit iPLA2 expression in pancreatic islet cells. -SCBT Publication Review
Date published: 2015-04-10
  • y_2020, m_1, d_23, h_19
  • bvseo_bulk, prod_bvrr, vn_bulk_3.0.4
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_201418, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getReviews, 20ms
  • REVIEWS, PRODUCT

Santa Cruz Biotechnology, Inc. is a world leader in the development of products for the biomedical research market. Call us Toll Free at 1-800-457-3801.
Copyright © 2007-2019 Santa Cruz Biotechnology, Inc. All Rights Reserved. "Santa Cruz Biotechnology", and the Santa Cruz Biotechnology, Inc. logo, "Santa Cruz Animal Health", "San Juan Ranch", "Supplement of Champions", the San Juan Ranch logo, "Ultracruz", "Chemcruz", "Immunocruz", "Exactacruz", and "EZ Touch" are registered trademarks of Santa Cruz Biotechnology, Inc.
All trademarks are the property of their respective owners.