Name | 5-Aminolevulinic acid hydrochloride |
Synonyms | evuL 5-Ala 5-AminoL inic acid hydrochL TIMTEC-BB SBB003880 d-Aminolevulinic Acid, HCl 5-Amino-15N-levulinic Acid HCl 5-Aminolevulinic-3-13C Acid HCl 5-amino-3-oxopentanoic acid, HCl Aminolevulinic Acid Hydrochloride 5-Aminolevulinicacid hydrochloride 5-Aminolevulinic acid hydrochloride 5-Amino-4-ketovaleric acid hydrochloride 5-AminolevulinicAcidHydrochloride(5-Ala) DELTA-AMINOLEVULINIC ACID HYDROCHLORIDE CELL CULTUR |
CAS | 5451-09-2 |
EINECS | 226-679-5 |
InChI | InChI=1/C5H9NO3.ClH/c6-3-4(7)1-2-5(8)9;/h1-3,6H2,(H,8,9);1H |
InChIKey | ZLHFONARZHCSET-UHFFFAOYSA-N |
Molecular Formula | C5H10ClNO3 |
Molar Mass | 167.59 |
Melting Point | ~150°C (dec.) |
Boling Point | 298.4°C at 760 mmHg |
Flash Point | 155-157°C |
Water Solubility | Soluble in dimethyl sulfoxide, methanol and water. |
Solubility | H2O: 50mg/mL |
Vapor Presure | 0.000303mmHg at 25°C |
Appearance | Solid |
Color | White to pale yellow |
Merck | 14,446 |
BRN | 3690651 |
PH | pH (10g/l, 25℃) : 2.5~3.0 |
Storage Condition | -20°C |
Sensitive | Hygroscopic |
MDL | MFCD00012869 |
Physical and Chemical Properties | Melting point 156-158°C DECOMPOSITION 155-157°C |
In vitro study | 5-Aminolevulinic acid(5-ALA)-Photodynamic therapy (PDT) results in downregulation of nuclear factor kappb (NFkappaB) and baculovirus containing an inhibitor of apoptosis of the -3(BIRC-3) protein repeat. 5-Aminolevulinic acid(5-ALA)-Photodynamic therapy (PDT) resulted in an increase in Bax expression: the ratio of Bcl-2 and mitochondrial release of cytochrome c and apoptosis-inducing factor (AIF). 5-Aminolevulinic acid causes metal-catalyzed oxidation of reactive oxygen species, resulting in damage to rat liver mitochondria and DNA damage in vitro and in vivo. 5-Aminolevulinic acid dose-dependently induced nuclear and mitochondrial DNA damage in human SVNF fibroblasts and rat PC12 cells. 5-Aminolevulinic acid dose-dependently reduced cAMP levels (maximum inhibition of 38% at 1mm) due to inhibition of basaladenylate cyclase activity. 5-Aminolevulinic acid also inhibited fluoride-and Gpp(NH)p-stimulated, but not forskolin-stimulated, adenylate cyclase activity. In isolated membranes from rat cortex and striatum and human cerebral cortex, 5-Aminolevulinic acid also inhibited adenylate cyclase activity. 5-Aminolevulinic acid(0-3 mM) inhibited glutamate uptake by astrocytes in a dose-dependent manner. 5-Aminolevulinic acid significantly reduced the K(m) and V(max) of glutamate uptake, indicating non-competitive inhibition. In cultured astrocytes under these conditions, 5-Aminolevulinic acid significantly increased lipid peroxidation in astrocytes. 5-Aminolevulinic acid-mediated sonodynamic therapy exhibited synergistic apoptotic effects THP-1 macrophages, involving excessive intracellular reactive oxygen species production and MMP loss. |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R66 - Repeated exposure may cause skin dryness or cracking R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/38 - Irritating to eyes and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. S37/39 - Wear suitable gloves and eye/face protection S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
RTECS | OI1640000 |
FLUKA BRAND F CODES | 3-8-10 |
HS Code | 29224999 |
Hazard Note | Irritant |
Reference Show more | 1. [IF=3.31] Ali Maruf et al."Nanoerythrocyte Membrane–Enveloped ROS-Responsive 5-Aminolevulinic Acid Prodrug Nanostructures with Robust Atheroprotection."Part Part Syst Char. 2020 May;37(5):2000021 |
dangerous goods mark | Xi,Xn |
hazard category code | 36/37/38-66-20/21/22-36/38 |
safety instructions | 26-36/37-37/39-36 |
WGK Germany | 3 |
RTECS number | OI1640000 |
F | 3-8-10 |
Hazard Note | Irritant |
customs code | 29224999 |
main function | 5-aminolevulinic acid hydrochloride is mainly used as a substrate for 5-aminolevulinic acid dehydrogenase, biochemical research. | |
use |
5-aminolevulinic acid hydrochloride is a natural amino acid; it is used as a precursor of tetrapyrrole for the biosynthesis of chlorophyll and heme; an anti-tumor drug (photosensitizer). |
|
biological activity | 5-Aminolevulinic acid HCl is an intermediate of heme biosynthesis in the body and a prodrug of tetrapyrrole. | |
Target |
|
melting point | ~150°C (dec.) |
flash point | 155-157°C |
storage conditions | -20°C |
solubility | H2O: 50 mg/mL |
morphology | powder |
color | White to pale yellow |
PH value | pH (10g/l, 25℃) : 2.5~3.0 |
water solubility | Soluble in dimethyl sulfoxide, methanol and water. |
sensitivity | Hygroscopic |
Decomposition | 155-157 °C |
Merck | 14,446 |
BRN | 3690651 |
InChIKey | ZLHFONARZHCSET-UHFFFAOYSA-N |
Decomposition | 155-157 ºC |
Main effects | 5-aminolevulinic acid hydrochloride is mainly used as a substrate for 5-aminolevulinic acid dehydrogenase, biochemical research. |
Uses | 5-aminolevulinic acid hydrochloride is a natural amino acid; as a precursor of tetrapyrrole for the biosynthesis of chlorophyll and heme; anti-tumor drugs (photosensitizers). |
Biological activity | 5-Aminolevulinic acid HCl is an intermediate in the biosynthesis of heme in the body and a prodrug of tetrapyrrole. |