Tetrahydrobiopterin (THB) dihydrochlorideAn activating NOS cofactor

Tetrahydrobiopterin (THB) dihydrochloride (CAS 69056-38-8)

Tetrahydrobiopterin (THB) dihydrochloride | CAS 69056-38-8 is rated 5.0 out of 5 by 1.
  • y_2019, m_8, d_22, h_22
  • bvseo_bulk, prod_bvrr, vn_bulk_2.0.13
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_200345, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getAggregateRating, 75ms
  • REVIEWS, PRODUCT
Synonym: (6R)-5,6,7,8-Tetrahydro-L-biopterin . dihydrochloride
Application: An activating NOS cofactor
CAS Number: 69056-38-8
Purity: ≥98%
Molecular Weight: 314.17
Molecular Formula: C9H15N5O32HCl
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

Tetrahydrobiopterin (THB) dihydrochloride is an activating Nitric Oxide Synthase (NOS)cofactor used in a variety of applications. The compound is also a known cofactor for the monooxygenases that hydroxylates phenylalanine, tyrosine, and tryptophan. Synthesis of THB has been documented to be the rate limiting step in the metabolism of phenylalanine and the biosynthesis of neurotransmiter amines. In mice, Quinolinic acid (sc-203226) induced convulsions were potentiated with Tetrahydrobiopterin dihydrochloride demonstrating that endogenous NO may be involved in stimulating the NMDA receptors. When hypertensive mice were fed THB, but were not introduced to hydralazine or tetrahydroneopterin, they displayed improved cardiac THB stores, phosphorylated phospholamban levels, and diastolic dysfunction. The compound has also been observed as an essential cofactor in the hydroxylation process in mammalian brains.


References

1. Kwon, N.S., et al. 1989. J. Biol. Chem. 264: 20496-20501. PMID: 2584226
2. Ortega, T.M., et al. 1994. Nutr Hosp. 9: 251-256. PMID: 7918791
3. Schallreuter, K.U., et al. 1994. Science. 263: 1444-1446. PMID: 8128228
4. Nakamura, T.A., et al. 1995. Pharmacol. Biochem. Behav. 51: 309-312. PMID: 7667345
5. Silberman, G.A., et al. 2010. Circulation. 121: 519-528. PMID: 20083682

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in DMSO, ethanol, and water (23 mg/ml).
Storage :
Store at -20° C
Refractive Index :
n20D 1.82
pK Values :
pKa: 11.40
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
RTECS :
UO3516500
PubChem CID :
636369
Beilstein Registry :
544742
SMILES :
C[C@@H]([C@@H]([C@H]1CNC2=C(N1)C(=O)N=C(N2)N)O)O.Cl.Cl

Download SDS (MSDS)

Certificate of Analysis

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

Tetrahydrobiopterin (THB) dihydrochloride  Product Citations

See how others have used Tetrahydrobiopterin (THB) dihydrochloride. Click on the entry to view the PubMed entry .

Citations 1 to 10 of 10 total

PMID: # 25550200  Yang, S. et al. 2015. J. Pharmacol. Exp. Ther. 352: 529-40.

PMID: # 19812940  Tsuchiyama, R. et al. 2010. Acta Neurochir. Suppl. 106: 155-157.

PMID: # 20047156  Naylor, AM. et al. 2010. Curr Opin Investig Drugs. 11: 19-30.

PMID: # 20124983  Amour, J. et al. 2010. Anesthesiology. 112: 576-585.

PMID: # 19798726  Vásquez-Vivar, J. et al. 2009. Ann. Neurol. 66: 323-331.

PMID: # 15556637  Thöny, B. et al. 2004. FEBS Lett. 577: 507-511.

PMID: # 15537351  Teigen, K. et al. 2004. J. Med. Chem. 47: 5962-5971.

PMID: # 8128228  Schallreuter, KU. et al. 1994. Science. 263: 1444-1446.

PMID: # 1359535  Davis, MD. et al. 1992. Proc. Natl. Acad. Sci. U.S.A. 89: 10109-10113.

PMID: # 2584226  Kwon, NS. et al. 1989. J. Biol. Chem. 264: 20496-20501.

Citations 1 to 10 of 10 total

Is it HPLC grade?

Asked by: chemsd02
Thank you for your question. sc-200345 (Tetrahydrobiopterin (THB) dihydrochloride, CAS 69056-38-8) is not HPLC grade.
Answered by: Chemical Support 10
Date published: 2017-04-06

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. This chemical is supplied as a white or light-yellow powder. Please contact Technical Service if you have further questions concerning this product.
Answered by: Tech Service 9
Date published: 2017-01-18
  • y_2019, m_8, d_22, h_22CST
  • bvseo_bulk, prod_bvqa, vn_bulk_2.0.13
  • cp_1, bvpage1
  • co_hasquestionsanswers, tq_2
  • loc_en_US, sid_200345, prod, sort_[SortEntry(order=LAST_APPROVED_ANSWER_SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getContent, 111ms
  • QUESTIONS, PRODUCT
Rated 5 out of 5 by from Chalupsky Chalupsky, K. et al. (PubMed 26414244) reported that folic acid promotes recycling of the activating NOS cofactor Tetrahydrobiopterin (THB) and protects against hypoxia-induced pulmonary vascular hypertension by recoupling endothelial NOS. -SCBT Publication Review
Date published: 2015-06-30
  • y_2019, m_8, d_22, h_22
  • bvseo_bulk, prod_bvrr, vn_bulk_2.0.13
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_200345, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getReviews, 198ms
  • 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.