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08339

5-Aminolevulinic acid hydrochloride

≥97.0% (AT)

Synonym(s):

δ-Aminolevulinic acid hydrochloride, 5-Amino-4-oxopentanoic acid hydrochloride, 5-Aminolaevulinic acid hydrochloride, ALA

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$204.00

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$708.00

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About This Item

Linear Formula:
NH2CH2C(O)CH2CH2COOH · HCl
CAS Number:
5451-09-2
Molecular Weight:
167.59
UNSPSC Code:
12352209
NACRES:
NA.26
PubChem Substance ID:
329748570
EC Number:
226-679-5
Beilstein/REAXYS Number:
3690651
MDL number:
MFCD00012869

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InChI key

ZLHFONARZHCSET-UHFFFAOYSA-N

InChI

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

SMILES string

Cl[H].NCC(=O)CCC(O)=O

assay

≥97.0% (AT)

form

powder or crystals

impurities

≤2% water

color

white to faint yellow

mp

~150 °C (dec.)

application(s)

peptide synthesis

storage temp.

2-8°C

Quality Level

200

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1 of 4

This Item
1.248021.01543A3785
5-Aminolevulinic acid hydrochloride ≥97.0% (AT)

Sigma-Aldrich

08339

5-Aminolevulinic acid hydrochloride

5-Aminolevulinic acid hydrochloride for biochemistry

Millipore

1.24802

5-Aminolevulinic acid hydrochloride

L-Arginine monohydrochloride for biochemistry

Millipore

1.01543

L-Arginine monohydrochloride

5-Aminolevulinic acid hydrochloride ≥98%

Sigma-Aldrich

A3785

5-Aminolevulinic acid hydrochloride

form

powder or crystals

form

solid

form

powder

form

powder

assay

≥97.0% (AT)

assay

-

assay

99% dry basis (perchloric acid titration)

assay

≥98%

storage temp.

2-8°C

storage temp.

2-30°C

storage temp.

2-30°C

storage temp.

−20°C

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

300

impurities

≤2% water

impurities

-

impurities

-

impurities

-

mp

~150 °C (dec.)

mp

150-156 °C

mp

>235 °C

mp

150 °C

Application

5-Aminolevulinic acid hydrochloride has been used as a supplement for culturing Escherichia coli cells for heme biosynthesis.[1]

Biochem/physiol Actions

5-Aminolevulinic acid (5-ALA) may interact with several transporters such as glutamate, γ-aminobutyric acid (GABA), di-, tri-peptides, and organic transporters in the blood-brain barrier.[2] It may also act as a precursor for the synthesis of porphyrins in chlorophyll and hemes. 5-ALA exhibits plant growth regulator activities.[3]
Intermediate in heme biosynthesis.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM9045
BCCK2745
BCCG8728
BCCC9212
BCCB1809

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5-Aminolevulinic acid and the blood-brain barrier-A review
Novotny A, et al.
Medical Laser Application, 18(1), 36-40 (2003)
Zhimin Yang et al.
PloS one, 9(12), e116283-e116283 (2015-01-01)
The objectives of this study were to determine whether foliar application of a chlorophyll precursor, 5-aminolevulinic acid (ALA), could mitigate salinity stress damages in perennial grass species by regulating photosynthetic activities, ion content, antioxidant metabolism, or metabolite accumulation. A salinity-sensitive
Hidetoshi Takahashi et al.
The Journal of dermatology, 41(8), 729-731 (2014-08-08)
Photodynamic therapy (PDT) is useful for superficial skin tumors such as actinic keratosis and Bowen disease. Although PDT is non-surgical and easily-performed treatment modality, irradiation apparatus is large and expensive. Using 7, 12-dimethylbenz[a]anthracene (DMBA) and 12-ο-tetradecanoylphorbol-13-acetate (TPA)-induced mouse skin papilloma
N Neittaanmäki-Perttu et al.
The British journal of dermatology, 171(5), 1172-1180 (2014-08-12)
Daylight-mediated photodynamic therapy (DL-PDT) using methyl-5-aminolaevulinate (MAL) is effective for thin, grade I, actinic keratoses (AK). There are no published studies of other photosensitizers used in DL-PDT. To compare the efficacy and adverse effects of 5-aminolaevulinic acid nanoemulsion (BF-200 ALA)
Anupam Patgiri et al.
Nature biotechnology, 38(3), 309-313 (2020-01-15)
An elevated intracellular NADH:NAD+ ratio, or 'reductive stress', has been associated with multiple diseases, including disorders of the mitochondrial electron transport chain. As the intracellular NADH:NAD+ ratio can be in near equilibrium with the circulating lactate:pyruvate ratio, we hypothesized that
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