Aminolevulinic Acid HCl

featured

WARNING: This product is for research use only, not for human or veterinary use.

Description:Aminolevulinic acid, also known as ALA, is a topically administered metabolic precursor of protoporphyrin IX. After topical administration, aminolevulinic acid (ALA) is converted to protoporphyrin IX (PpIX) which is a photosensitizer. When the proper wavelength of light activates protoporphyrin IX, singlet oxygen is produced, resulting in a local cytotoxic effect. In 1999, FDA approved this drug for for actinic keratosis.

Price and Availability

Aminolevulinic acid HCl, purity > 98%, is in stock. The same day shipping out after order is received. Note: the estimated shipping out time for order > 200g may be 2 weeks.

Chemical Structure

Theoretical Analysis

MedKoo Cat#: 100054Name: Aminolevulinic Acid HClCAS#: 5451-09-2 (HCl)Chemical Formula: C5H10ClNO3Exact Mass: Molecular Weight: 167.59Elemental Analysis:C, 35.83; H, 6.01; Cl, 21.15; N, 8.36; O, 28.64

Related CAS #:5451-09-2 (HCl)106-60-5 (free)

Synonym:5-ALA; ALA; dALA; 5-aminolevulinic acid; aminolevulinic acid;Aminolevulinic Acid HCl; Aminolevulinic Acid hydrochloride; US brand name: Levulan.

IUPAC/Chemical Name:5-amino-4-oxopentanoic acid hydrochloride

InChi Key:ZLHFONARZHCSET-UHFFFAOYSA-N

InChi Code:InChI=1S/C5H9NO3.ClH/c6-3-4(7)1-2-5(8)9;/h1-3,6H2,(H,8,9);1H

SMILES Code:O=C(O)CCC(CN)=O.[H]Cl

Technical Data

Additional Information

References

1: Inoue K. 5-Aminolevulinic acid-mediated photodynamic therapy for bladder cancer. Int J Urol. 2017 Feb;24(2):97-101. doi: 10.1111/iju.13291. Review. PubMed PMID: 28191719.

2: Kumar N, Warren CB. Photodynamic Therapy for Dermatologic Conditions in the Pediatric Population: A Literature Review. Photodermatol Photoimmunol Photomed. 2017 Jan 28. doi: 10.1111/phpp.12296. [Epub ahead of print] Review. PubMed PMID:28130791.

3: Huang Z, Shi S, Qiu H, Li D, Zou J, Hu S. Fluorescence-guided resection of brain tumor: review of the significance of intraoperative quantification of protoporphyrin IX fluorescence. Neurophotonics. 2017 Jan;4(1):011011. doi: 10.1117/1.NPh.4.1.011011. Review. PubMed PMID: 28097209; PubMed Central PMCID: PMC5227178.

4: Zhang Y, Avalos JL. Traditional and novel tools to probe the mitochondrial metabolism in health and disease. Wiley Interdiscip Rev Syst Biol Med. 2017 Jan 9. doi: 10.1002/wsbm.1373. [Epub ahead of print] Review. PubMed PMID: 28067471.

5: Lane AM, McKay JT, Bonkovsky HL. Advances in the management of erythropoieticprotoporphyria - role of afamelanotide. Appl Clin Genet. 2016 Dec 12;9:179-189. doi: 10.2147/TACG.S122030. Review. PubMed PMID: 28003770; PubMed Central PMCID: PMC5161401.

6: Ameluz for actinic keratoses. Med Lett Drugs Ther. 2016 Dec 5;58(1509):155-156. Review. PubMed PMID: 27906150.

7: Xue J, Liu C, Liu Y. Photodynamic therapy as an alternative treatment for relapsed or refractory mycosis fungoides: a systemic review. Photodiagnosis Photodyn Ther. 2016 Nov 22. pii: S1572-1000(16)30184-3. doi: 10.1016/j.pdpdt.2016.11.010. [Epub ahead of print] Review. PubMed PMID: 27888162.

8: Senders JT, Muskens IS, Schnoor R, Karhade AV, Cote DJ, Smith TR, Broekman ML. Agents for fluorescence-guided glioma surgery: a systematic review of preclinical and clinical results. Acta Neurochir (Wien). 2017 Jan;159(1):151-167. doi: 10.1007/s00701-016-3028-5. Review. PubMed PMID: 27878374; PubMed Central PMCID: PMC5177668.

9: Belykh E, Martirosyan NL, Yagmurlu K, Miller EJ, Eschbacher JM, Izadyyazdanabadi M, Bardonova LA, Byvaltsev VA, Nakaji P, Preul MC. Intraoperative Fluorescence Imaging for Personalized Brain Tumor Resection: Current State and Future Directions. Front Surg. 2016 Oct 17;3:55. Review. PubMed PMID: 27800481; PubMed Central PMCID: PMC5066076.

10: Arora S, Young S, Kodali S, Singal AK. Hepatic porphyria: A narrative review. Indian J Gastroenterol. 2016 Nov;35(6):405-418. Review. PubMed PMID: 27796941.

11: Cohen DK, Lee PK. Photodynamic Therapy for Non-Melanoma Skin Cancers. Cancers (Basel). 2016 Oct 4;8(10). pii: E90. Review. PubMed PMID: 27782043; PubMed Central PMCID: PMC5082380.

12: Chou R, Selph S, Buckley DI, Fu R, Griffin JC, Grusing S, Gore JL. Comparative Effectiveness of Fluorescent Versus White Light Cystoscopy for Initial Diagnosis or Surveillance of Bladder Cancer on Clinical Outcomes: Systematic Review and Meta-Analysis. J Urol. 2016 Oct 22. pii: S0022-5347(16)31585-3. doi: 10.1016/j.juro.2016.10.061. [Epub ahead of print] Review. PubMed PMID: 27780784.

13: Girotti AW, Fahey JM, Korytowski W. Multiple Means by Which Nitric Oxide canAntagonize Photodynamic Therapy. Curr Med Chem. 2016;23(24):2754-2769. Review. PubMed PMID: 27776475.

14: Fonda-Pascual P, Moreno-Arrones OM, Alegre-Sanchez A, Saceda-Corralo D, Buendia-Castaño D, Pindado-Ortega C, Fernandez-Gonzalez P, Velazquez-Kennedy K, Calvo-Sánchez MI, Harto-Castaño A, Perez-Garcia B, Bagazgoitia L, Vaño-Galvan S,Espada J, Jaen-Olasolo P. In situ production of ROS in the skin by photodynamic therapy as a powerful tool in clinical dermatology. Methods. 2016 Oct 15;109:190-202. doi: 10.1016/j.ymeth.2016.07.008. Review. PubMed PMID: 27422482.

15: Halani SH, Adamson DC. Clinical utility of 5-aminolevulinic acid HCl to better visualize and more completely remove gliomas. Onco Targets Ther. 2016 Sep12;9:5629-42. doi: 10.2147/OTT.S97030. Review. PubMed PMID: 27672334; PubMed Central PMCID: PMC5026178.

16: Barbaric J, Abbott R, Posadzki P, Car M, Gunn LH, Layton AM, Majeed A, Car J. Light therapies for acne. Cochrane Database Syst Rev. 2016 Sep 27;9:CD007917. [Epub ahead of print] Review. PubMed PMID: 27670126.

17: Andrew H, Gossedge G, Croft J, Corrigan N, Brown JM, West N, Quirke P, TolanD, Cahill R, Jayne DG. Next Generation intraoperative Lymph node staging for Stratified colon cancer surgery (GLiSten): a multicentre, multinational feasibility study of fluorescence in predicting lymph node-positive disease. Southampton (UK): NIHR Journals Library; 2016 Aug. PubMed PMID: 27536753.

18: Maranda EL, Nguyen AH, Lim VM, Shah VV, Jimenez JJ. Erythroplasia of Queyrattreated by laser and light modalities: a systematic review. Lasers Med Sci. 2016Dec;31(9):1971-1976. Review. PubMed PMID: 27324019.

19: Fujita AK, Rodrigues PG, Requena MB, Escobar A, da Rocha RW, Nardi AB, Kurachi C, de Menezes PF, Bagnato VS. Fluorescence evaluations for porphyrin formation during topical PDT using ALA and methyl-ALA mixtures in pig skin models. Photodiagnosis Photodyn Ther. 2016 Sep;15:236-44. doi: 10.1016/j.pdpdt.2016.05.008. Review. PubMed PMID: 27288253.

20: Kamp MA, Krause Molle Z, Munoz-Bendix C, Rapp M, Sabel M, Steiger HJ, Cornelius JF. Various shades of red-a systematic analysis of qualitative estimation of ALA-derived fluorescence in neurosurgery. Neurosurg Rev. 2016 May 25. [Epub ahead of print] Review. PubMed PMID: 27225452.