5-Aminolevulinic acid hydrochloride - ≥99% , CAS No.5451-09-2

CAS: 5451-09-2 Cat. No.: A107209 Molecular Weight: 167.59 Beilstein Registry Number: 3690651 EC Number: 226-679-5

GRADE & PURITY ≥99%

Synonyms

ALA | δ-Aminolevulinic acidhydrochloride | 5-Amino-4-oxopentanoic acidhydrochloride | 5-Aminolaevulinic acidhydrochloride

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

ALA | δ-Aminolevulinic acidhydrochloride | 5-Amino-4-oxopentanoic acidhydrochloride | 5-Aminolaevulinic acidhydrochloride

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

5-aminolevulinic acid (5-ALA) is an intermediate in heme biosynthesis and can be used to treat cancer. It is a non protein amino acid. 5-ALA is also used in agriculture. It can be used as an inhibitor of protoporphyrin IX (PPIX) for fluorescence diagnosis

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

ACTIVATOR

Purity

≥99%

Names and Identifiers

• Canonical Smiles: C(CC(=O)O)C(=O)CN.Cl
• IUPAC Name: 5-amino-4-oxopentanoic acid;hydrochloride
• InChIKey: ZLHFONARZHCSET-UHFFFAOYSA-N
• INCHI: 1S/C5H9NO3.ClH/c6-3-4(7)1-2-5(8)9;/h1-3,6H2,(H,8,9);1H
• Isomeric SMILES: C(CC(=O)O)C(=O)CN.Cl
• WGK Germany: 3
• RTECS: OI1640000
• Alternate CAS: 106-60-5
• Molecular Weight: 167.59
• Beilstein: 3690651
• Reaxy-Rn: 3690651
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3690651&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Delta amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives
• Direct Parent: Delta amino acids and derivatives
• Alternative Parents: Gamma-keto acids and derivatives Short-chain keto acids and derivatives Alpha-amino ketones Amino acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrochlorides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Delta amino acid or derivatives - Gamma-keto acid - Short-chain keto acid - Keto acid - Alpha-aminoketone - Amino acid - Ketone - Carboxylic acid - Monocarboxylic acid or derivatives - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Primary amine - Primary aliphatic amine - Hydrochloride - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Carbonyl group - Amine - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as delta amino acids and derivatives. These are compounds containing a carboxylic acid group and an amino group at the C5 carbon atom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

LMNA Tbio Prelamin-A/C (36751 Activities)

Discover Target: LMNA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PMP22 Tbio Peripheral myelin protein 22 (699 Activities)

Discover Target: PMP22

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

Discover Target: SLCO1B1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

Discover Target: SLCO1B3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in dimethyl sulfoxide, methanol and water.
• Sensitivity: Hygroscopic. Light sensitive
• Melt Point(°C): 156-158°C
• Molecular Weight: 167.590 g/mol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 167.035 Da
• Monoisotopic Mass: 167.035 Da
• Topological Polar Surface Area: 80.400 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 121.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Zihan Zhang, Longhao Huang, Zhi-Jun Zhang, Jian-He Xu, Hui-Lei Yu.  (2023)  Rational Design of Taxadiene Hydroxylase by Ancestral Enzyme Construction and the Elucidation of Key Amino Acids.  BIOCHEMISTRY,      [PMID:37902563] [10.1021/acs.biochem.3c00411]

2. Zhu Di, Wu Caiyun, Niu Chenxin, Li Hong, Ge Fanglan, Li Wei.  (2023)  Biochemical and molecular characterization of a novel porphobilinogen synthase from Corynebacterium glutamicum.  WORLD JOURNAL OF MICROBIOLOGY & BIOTECHNOLOGY,  39  (6): (1-13).  [PMID:37071336] [10.1007/s11274-023-03615-2]

3. Fang Fang, Wang Sa, Song Yueyue, Sun Meng, Chen Wen-Cheng, Zhao Dongxu, Zhang Jinfeng.  (2023)  Continuous Spatiotemporal Therapy of A Full-API Nanodrug via Multi-Step Tandem Endogenous Biosynthesis.  Nature Communications,  14  (1): (1-14).  [PMID:36966149] [10.1038/s41467-023-37315-0]

4. Ling Li-Juan, Wang Meng, Pan Chuan-Qing, Tang Dao-Bang, Yuan En, Zhang Yuan-Yuan, Chen Ji-Guang, Peng Da-Yong, Yin Zhong-Ping.  (2023)  Investigating the induction of polyphenol biosynthesis in the cultured Cycolocarya paliurus cells and the stimulatory mechanism of co-induction with 5-aminolevulinic acid and salicylic acid.  Frontiers in Bioengineering and Biotechnology,      [PMID:36970633] [10.3389/fbioe.2023.1150842]

5. Wen Ying, Zeng Liyun, Chen Qitong, Li Yitong, Fu Mengdie, Wang Zixin, Liu Hong, Li Xiejia, Huang Peng, Wu Wei, Zou Qiongyan, Yi Wenjun.  (2023)  RNA-Seq-based transcriptomics analysis during the photodynamic therapy of primary cells in secondary hyperparathyroidism.  PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES,  22  (4): (905-917).  [PMID:36750541] [10.1007/s43630-023-00361-0]

6. Shu Zhang, Yuewu Li, Rui Dong, Weitao Li, Zhiyu Qian, Yamin Yang.  (2022)  All-in-one device for mapping the interactive effects of photodynamic therapy dosimetry in tumor gaseous microenvironment.  JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY,      [PMID:36608400] [10.1016/j.jphotobiol.2022.112645]

7. Jiang Zhu, Jing Feng, Kai Tian, Chong Li, Mei Li, Xinghui QIU.  (2022)  Functional characterization of CYP6G4 from the house fly in propoxur metabolism and resistance.  PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY,      [PMID:36127048] [10.1016/j.pestbp.2022.105186]

8. Chao Liu, Yuhong Jiang, Ganglei Liu, Zhushu Guo, Qianqian Jin, Dongju Long, Weihan Zhou, Ke Qian, Hua Zhao, Kuijie Liu.  (2022)  PPARGC1A affects inflammatory responses in photodynamic therapy (PDT)-treated inflammatory bowel disease (IBD).  BIOCHEMICAL PHARMACOLOGY,      [PMID:35667414] [10.1016/j.bcp.2022.115119]

9. Ruomeng Li, Xue Gong, Chen Hong, Hong Wang, Yingying Chen, Kaiyue Tan, Xiaoqing Liu, Fuan Wang.  (2021)  An efficient photochemotherapy nanoplatform based on the endogenous biosynthesis of photosensitizer in macrophage-derived extracellular vesicles.  BIOMATERIALS,      [PMID:34736152] [10.1016/j.biomaterials.2021.121234]

10. Pingyun Ge, Yuqing Liu, Qing Chen, Zaiji Su, Yuting Du, Shuting Luo, Xuemei Zhao, Xiufeng Cao, Hua Song, Xuan Zhu.  (2021)  Transferrin receptors/magnetic resonance dual-targeted nanoplatform for precise chemo-photodynamic synergistic cancer therapy.  Nanomedicine-Nanotechnology Biology and Medicine,      [PMID:34610478] [10.1016/j.nano.2021.102467]

11. Liyun Zeng, Qiongyan Zou, Peng Huang, Li Xiong, Yan Cheng, Qitong Chen, Yitong Li, Hongye He, Wenjun Yi, Wu Wei.  (2021)  Inhibition of autophagy with Chloroquine enhanced apoptosis induced by 5-aminolevulinic acid-photodynamic therapy in secondary hyperparathyroidism primary cells and organoids.  BIOMEDICINE & PHARMACOTHERAPY,      [PMID:34411921] [10.1016/j.biopha.2021.111994]

12. Zhimei Xiao, Bo Zhuang, Guoli Zhang, Miao Li, Yiguang Jin.  (2021)  Pulmonary delivery of cationic liposomal hydroxycamptothecin and 5-aminolevulinic acid for chemo-sonodynamic therapy of metastatic lung cancer.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,      [PMID:33831485] [10.1016/j.ijpharm.2021.120572]

13. Jiang Yifei, Liu Yang, Fang Siyuan, Ji Min.  (2020)  Gold Nanoshells Coated 5-Aminolevulinic Liposomes for Photothermal-Photodynamic Antitumor Therapy.  JOURNAL OF NANOSCIENCE AND NANOTECHNOLOGY,  20  (1): (1-14).  [PMID:31383134] [10.1166/jnn.2020.16886]

14. Weijun Xu, Junmin Qian, Guanghui Hou, Yaping Wang, Jinlei Wang, Tiantian Sun, Lijie Ji, Aili Suo, Yu Yao.  (2018)  A dual-targeted hyaluronic acid-gold nanorod platform with triple-stimuli responsiveness for photodynamic/photothermal therapy of breast cancer.  Acta Biomaterialia,      [PMID:30465921] [10.1016/j.actbio.2018.11.026]

15. Kunpeng Wang, Zijian Zhang, Kai Liu, Xin Yang, Heng Zou, Jiangjiao Zhou, Xiongying Miao, Wei Chen, Li Xiong, Yu Wen.  (2018)  Neat1-miRNA204-5p-PI3K-AKT axis as a potential mechanism for photodynamic therapy treated colitis in mice.  Photodiagnosis and Photodynamic Therapy,      [PMID:30385297] [10.1016/j.pdpdt.2018.10.020]

16. Xiao Zhao, Xinfang Li, Peng Zhang, Jianwei Du, Youxiang Wang.  (2018)  Tip-loaded fast-dissolving microneedle patches for photodynamic therapy of subcutaneous tumor.  JOURNAL OF CONTROLLED RELEASE,      [PMID:30056119] [10.1016/j.jconrel.2018.07.038]

17. Hanjun Cheng, Xuefeng Qiu, Xiaozhi Zhao, Wei Meng, Da Huo, Hui Wei.  (2016)  Functional Nucleic Acid Probe for Parallel Monitoring K+ and Protoporphyrin IX in Living Organisms.  ANALYTICAL CHEMISTRY,      [PMID:26866998] [10.1021/acs.analchem.5b04936]

18. Zhi Li, Li-Li Pan, Fei-Long Zhang, Xia-Li Zhu, Yang Liu, Zhen-Zhong Zhang.  (2014)  5-Aminolevulinic acid-Loaded Fullerene Nanoparticles for In Vitro and In Vivo Photodynamic Therapy.  PHOTOCHEMISTRY AND PHOTOBIOLOGY,  90  (5): (1144-1149).  [PMID:24913433] [10.1111/php.12299]

19. Longhao Lv, Yong Liu, Chengsong Cao, Yong Li, Zhengshuai Tang, Jinliang Liu.  (2025)  Composite bioreactor for synergistic Modulation of tumor microenvironment and endogenous Regulation of ROS generation to enhance chemodynamic therapy for lung cancer.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:39755016] [10.1016/j.jcis.2024.12.239]

20. Ziqi Liang, Qiao Zhou, Yicheng Li, Xiaoqing Liu, Yiwen Shen, Jian Tian, Xiaolu Wang, Xing Qin, Yuan Wang, Huiying Luo, Xiaojun Yang, Bin Yao, Tao Tu.  (2025)  Efficient C25-Hydroxylation of Vitamin D3 Utilizing an Artificial Self-Sufficient Whole-Cell Cytochrome P450 Biocatalyst.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:40112285] [10.1021/acs.jafc.4c12356]

21. Jingyu Zhao, Huanhuan Sun, Gege Wang, Qi Wang, Yipeng Wang, Qingbin Li, Shuangyu Bi, Qingsheng Qi, Qian Wang.  (2024)  Engineering Chimeric Chemoreceptors and Two-Component Systems for Orthogonal and Leakless Biosensing of Extracellular γ-Aminobutyric Acid.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:38860925] [10.1021/acs.jafc.4c00041]

22. Tengfei Xiong, Mingyue Yu, Jiang Zhu, Kai Tian, Mei Li, Xinghui Qiu.  (2024)  Functional characterization of Helicoverpa assulta CYP6B6 in insecticide metabolism.  PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY,      [PMID:38685236] [10.1016/j.pestbp.2024.105857]

23. Jianying Xi, Yong Li, Longhao Lv, Zhengshuai Tang, Fangfang Liu, Jinliang Liu.  (2025)  H2O2/O2 Self-Supplied Nanoplateform for amplifying oxidative stress to Accelerate Photodynamic/Chemodynamic therapy Cycles.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:40086336] [10.1016/j.jcis.2025.137291]

24. Ying Wen, Yitong Li, Danhua Zhang, Ziru Liu, Hong Liu, Xiejia Li, Wei Wu, Liyun Zeng, Qiongyan Zou, Wenjun Yi.  (2025)  Inhibition of MALAT1 facilitates ROS accumulation via the Keap1/HO-1 pathway to enhance photodynamic therapy in secondary hyperparathyroidism.  Non-coding RNA Research,      [PMID:39896343] [10.1016/j.ncrna.2024.12.001]

25. Ao Du, Xiaofen Sun, Meili Dong, Yong Liu, Mingwei Chen, Yuhan Wang, Yuanzhi Zhang, Yao Huang, Zhongsheng Li, Xiang Huang, Yikun Wang, Jingshu Ni.  (2025)  Modelling the effects of temperature, pH and osmotic shifts on the autofluorescence of Staphylococcus aureus in vitro.  Future Microbiology,      [PMID:40066523] [10.1080/17460913.2025.2476875]

26. Jinwei Zhang, Meilin Sun, Fen Zhang, Tingting Xuanyuan, Xufang Liu, Danyang Yu, Wenming Liu.  (2025)  An Integrated Microfluidic Biomimetic Tumor-on-a-Chip for Wide-Range Screening of Chemotherapy and Photodynamic Therapy.  Advanced Healthcare Materials,      [PMID:40693284] [10.1002/adhm.202501105]

27. Danying Yi, Tao Wang, Shuangshuang Xu, Yuying Liu, Zhonghao Wang, Ning Li, Ye Wu, Yiyan He.  (2025)  Injectable ROS/pH-Responsive Hydrogel for Synergistic Chemo-Photodynamic Tumor Therapy and Enhanced Wound Healing.  Advanced Healthcare Materials,      [PMID:40798895] [10.1002/adhm.202502349]

28. Yuqing Wang, Ping Li, Feifeng Song, Xi Yang, Yayun Weng, Zhiyuan Ma, Lu Wang, Huidi Jiang.  (2019)  Substrate Transport Properties of the Human Peptide/Histidine Transporter PHT2 in Transfected MDCK Cells.  JOURNAL OF PHARMACEUTICAL SCIENCES,      [PMID:31254495] [10.1016/j.xphs.2019.06.016]

29. Yixuan Wang, Shijia Fu, Yao Zeng, Siwen Jiao, Guihong Chai, Yuehong Xu.  (2024)  Tea polyphenols nanoparticles integrated with microneedles multifunctionally boost 5-aminolevulinic acid photodynamic therapy for skin cancer.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:39098278] [10.1016/j.jcis.2024.07.228]

30. Ying Wen, Zhen Zou, Yitong Li, Danhua Zhang, Ziru Liu, Hong Liu, Xiejia Li, Wei Wu, Liyun Zeng, Qiongyan Zou, Wenjun Yi.  (2025)  Dendrimer nanocarriers for targeted co-delivery of MiR-146b-3p and 5-ALA to synergistic photodynamic therapy in secondary hyperparathyroidism.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:40253027] [10.1016/j.ijbiomac.2025.143307]

31. Zhihong Chen, Yusheng Zhang, Jie Ding, Zhijie Li, Yuan Tian, Mingze Zeng, Xiaoyang Wu, Borui Su, Junzhong Jiang, Chengheng Wu, Dan Wei, Jing Sun, Chwee Teck Lim, Hongsong Fan.  (2025)  Hydrogel-Based Multifunctional Deep Brain Probe for Neural Sensing, Manipulation, and Therapy.  ACS Nano,      [PMID:40460359] [10.1021/acsnano.5c03865]

32. Yuhan Zhao, Xiaojie Zhou, Mei Li, Xinghui Qiu.  (2025)  Functional characterization of CYP9J26, a cytochrome P450 associated with insecticide resistance in the arbovirus vector Aedes albopictus.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:40533012] [10.1016/j.ijbiomac.2025.145280]

33. Wenjing Lin, Wei Lin, Lizhen Yang, Chunfang Zhang, Xuehui Li, Jianbin Xiao, Xingtong Chen, Fan Cai, Chao Chen, Mingliang Zhang, Yan Zhang, Li Li.  (2025)  Characterization of a novel Dye-Decolorizing peroxidase from Brevibacillus agri and its application in detoxification of textile industry wastewater.  BIORESOURCE TECHNOLOGY,      [PMID:41043785] [10.1016/j.biortech.2025.133430]

34. Ruiqi Ming, Dingjie Suo, Zhongjie Wang, Shujun Liu, Chuyu Li, Chenguang Wang, Fan Zhang, Guihong Lu, Lin Mei, Li-Li Huang.  (2025)  Spatiotemporal STING activation via engineered bacterial vesicles enables safe and efficient cancer immunotherapy.  JOURNAL OF CONTROLLED RELEASE,      [PMID:41167338] [10.1016/j.jconrel.2025.114358]

35. Ruyue Dong, Jiaying Wang, Jian Tian, Guoshun Xu, Ziqi Liang, Xing Qin, Xiaolu Wang, Xiaoqing Liu, Huiying Luo, Bin Yao, Yaru Wang, Tao Tu.  (2025)  ESTEEM Strategy: Revolutionizing Enzymatic Catalysis through the Evolutionary Gateway of Enzyme Tunnels.  ACS Catalysis,      [PMID:] [10.1021/acscatal.5c03170]

36. Xin Du, Liping Yin, Lixia Lu, Congcong Zhang, Mingshuang Zheng, Shuo Zhang, Fangping Yuan, Hua Li, Zhenguo Zhang.  (2025)  Dual photosensitizers modified up-conversion nanoparticles for enhanced photodynamic therapy with single NIR irradiation.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2025.139247]

37. Meilin Sun, Jinwei Zhang, Fen Zhang, Zhenghao Deng, Tingting Xuanyuan, Xufang Liu, Danyang Yu, Wenming Liu.  (2025)  Polydimethylsiloxane micropatterning-aided multi-size biomimetic tumor spheroid-on-a-chip for investigating chemotherapy and photodynamic therapy.  COLLOIDS AND SURFACES B-BIOINTERFACES,      [PMID:41406679] [10.1016/j.colsurfb.2025.115376]

38. Siyuan Fan, Xinyue Cai, Weiqi Wang, Meiling Wu, Xiaoyao Huang, Feng Ding, Hao Guo, Geng Dou, Haotian Luo, Shuai Shao, Jing Guo, Zhenlai Zhu, Peisheng Liu, Linfeng Cheng, Siying Liu, Zihan Li, Kun Xuan, Shiyu Liu.  (2026)  Rothia mucilaginosa membrane vesicles stabilize labile iron to alleviate UVB-induced ferroptosis.  Cell Host & Microbe,      [PMID:41500222] [10.1016/j.chom.2025.12.008]

39. Yang Yamin, Zhang Yalei, Chang Liyun, Liu Haohao, Chen Bokai, Tao Ling, Qian Zhiyu.  (2026)  An integrated microfluidic culture model for photodynamic therapy evaluations under normoxic and hypoxic conditions.  PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES,      [PMID:41524872] [10.1007/s43630-025-00839-z]

40. Yingying Zhang, Shaoqing Chen, Chun Liu, Pengyin Li, Yutao Zhang, Ziman Li, Xinye Ni.  (2026)  Dual Sensitization Enables Synergistic Photodynamic Therapy and Radiotherapy for Breast Cancer.  Research,      [PMID:41660632] [10.34133/research.1114]