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5-Aminolevulinic acid hydrochloride

5-Aminolevulinic acid hydrochloride

CAS: 5451-09-2

Molecular Formula: C5H10ClNO3

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5-Aminolevulinic acid hydrochloride - Names and Identifiers

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

5-Aminolevulinic acid hydrochloride - Physico-chemical Properties

Molecular FormulaC5H10ClNO3
Molar Mass167.59
Melting Point~150°C (dec.)
Boling Point298.4°C at 760 mmHg
Flash Point155-157°C
Water SolubilitySoluble in dimethyl sulfoxide, methanol and water.
Solubility H2O: 50mg/mL
Vapor Presure0.000303mmHg at 25°C
AppearanceSolid
ColorWhite to pale yellow
Merck14,446
BRN3690651
PHpH (10g/l, 25℃) : 2.5~3.0
Storage Condition-20°C
SensitiveHygroscopic
MDLMFCD00012869
Physical and Chemical PropertiesMelting point 156-158°C
DECOMPOSITION 155-157°C
In vitro study5-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.

5-Aminolevulinic acid hydrochloride - Risk and Safety

Risk CodesR36/37/38 - 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 DescriptionS26 - 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 Germany3
RTECSOI1640000
FLUKA BRAND F CODES3-8-10
HS Code29224999
Hazard NoteIrritant

5-Aminolevulinic acid hydrochloride - Reference

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

5-Aminolevulinic acid hydrochloride - Security information

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
Last Update:2024-04-10 22:29:15

5-Aminolevulinic acid hydrochloride - Uses and synthesis methods

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

Human Endogenous Metabolite

Last Update:2024-04-10 22:41:56

5-Aminolevulinic acid hydrochloride - Nature

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
Last Update:2024-04-09 19:04:54

5-Aminolevulinic acid hydrochloride - Reference Information

Decomposition155-157 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.
Last Update:2024-04-09 21:01:54
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View History
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