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A3785

Sigma-Aldrich

5-Aminolevulinic acid hydrochloride

≥98%, suitable for ligand binding assays

Synonyme(s) :

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

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About This Item

Formule linéaire :
NH2CH2C(O)CH2CH2COOH · HCl
Numéro CAS:
5451-09-2
Poids moléculaire :
167.59
Beilstein:
3690651
Numéro CE :
226-679-5
Numéro MDL:
MFCD00012869
Code UNSPSC :
12352209
ID de substance PubChem :
24890811
Nomenclature NACRES :
NA.26
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Nom du produit

5-Aminolevulinic acid hydrochloride, ≥98%

Niveau de qualité

300

Essai

≥98%

Forme

powder

Technique(s)

ligand binding assay: suitable

Pf

150 °C

Température de stockage

−20°C

Chaîne SMILES 

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

InChI

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

Clé InChI

ZLHFONARZHCSET-UHFFFAOYSA-N

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Application

5-Aminolevulinic acid hydrochloride has been used to activate or inhibit heme biosynthesis in HeLa and K562 cell lines.[1] It has also been used in photodynamic therapy for A431 tumor bearing mice.[2]

Actions biochimiques/physiologiques

5-Aminolevulinic acid (5-ALA) is an intermediate in heme biosynthesis and is useful in cancer treatment. It is a non-protein amino acid. 5-ALA also has applications in the field of agriculture.[3] It is being studied as an inducing reagent for protoporphyrin IX (PPIX) dependent fluorescence diagnosis of metastatic lymph nodes. 5-ALA is used for photodynamic therapy of diseases,[3] such as Paget′s disease and HPV infection-associated cervical condylomata acuminata.[4]
Intermediate in heme biosynthesis.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
0000325045
0000369398
0000369399
0000369400
0000364071

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Consulter la Bibliothèque de documents

Breann L Brown et al.
Structure (London, England : 1993), 26(4), 580-589 (2018-03-20)
5-Aminolevulinic acid synthase (ALAS) catalyzes the first step in heme biosynthesis. We present the crystal structure of a eukaryotic ALAS from Saccharomyces cerevisiae. In this homodimeric structure, one ALAS subunit contains covalently bound cofactor, pyridoxal 5'-phosphate (PLP), whereas the second
Carla S Santos et al.
Plants (Basel, Switzerland), 8(9) (2019-09-22)
Iron deficiency chlorosis (IDC) is an abiotic stress often experienced by soybean, owing to the low solubility of iron in alkaline soils. Here, soybean lines with contrasting Fe efficiencies were analyzed to test the hypothesis that the Fe efficiency trait
Shigeru Kato et al.
The Journal of surgical research, 176(2), 430-436 (2012-01-10)
Lymph node metastasis is one of the most critical prognostic factors in patients with colorectal cancer. Although regional lymph nodes should be surgically resected and pathologically examined, techniques for the intraoperative diagnosis of lymph node metastasis remain to be well
Optimization of the heme biosynthesis pathway for the production of 5-aminolevulinic acid in Escherichia coli
Junli Zhang
Scientific Reports, 5 (2015)
The mitochondrial heme exporter FLVCR1b mediates erythroid differentiation
Deborah Chiabrando, et.al
The Journal of Clinical Investigation, 122(12), 4569-4579 (2012)
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Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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