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SMB00978

Sigma-Aldrich

L-Hercynine

≥95% (HPLC)

Synonyme(s) :

α-N,N,N-Trimethylhistidine, N-α-trimethyl histidine, Histidine-betaine

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About This Item

Formule empirique (notation de Hill):
C9H15N3O2
Numéro CAS:
534-30-5
Poids moléculaire :
197.23
Nomenclature NACRES :
NA.26

Niveau de qualité

200

Pureté

≥95% (HPLC)

Forme

solid

Température de stockage

2-8°C

Chaîne SMILES 

C[N+](C)(C)[C@H](C([O-])=O)CC1=CN=CN1

InChI

1S/C9H15N3O2/c1-12(2,3)8(9(13)14)4-7-5-10-6-11-7/h5-6,8H,4H2,1-3H3,(H-,10,11,13,14)/t8-/m0/s1

Clé InChI

GPPYTCRVKHULJH-QMMMGPOBSA-N

Description générale

Hercynine is the precursor and redox metabolite of ergothioneine, which regulates microbial physiology and enables the survival of microbes under stressful conditions encountered in their natural environments. Ergothioneine is primarily present as a thione physiological pH, which makes it resistant to autoxidation. Ergothioneine enables pathogenic microbes, such as Mycobacterium tuberculosis (Mtb) to withstand hostile environments within the host to establish infection.

Application

Hercynine is a versatile molecule and it finds application in biochemical and metabolomics research.

Caractéristiques et avantages

  • Can be used in Metabolomics and Biochemical research
  • High-quality compound suitable for multiple research applications

Autres remarques

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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
0000368919
0000347004
0000368919
0000210652
0000256902

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Tomoyuki Kamide et al.
Journal of agricultural and food chemistry, 68(23), 6390-6394 (2020-05-22)
We previously constructed a heterologous production system for ergothioneine (ERG) in Escherichia coli using five ERG biosynthesis genes (egtABCDE) from Mycobacterium smegmatis. However, significant amounts of hercynine (HER), an intermediate of ERG, as ERG were accumulated, suggesting that the reaction
Salvatore Sotgia et al.
Antioxidants (Basel, Switzerland), 9(9) (2020-09-17)
The dependence of a stallion's spermatozoa on oxidative phosphorylation for energy requirements results in an unconventional relationship between reactive oxygen species (ROS) production and fertility. In such a scenario, antioxidant activity must be finely controlled and not affect the essential
Katarina Valachova et al.
Polymers, 13(1) (2021-01-02)
A high-molecular weight hyaluronan is oxidatively degraded by Cu(II) ions and ascorbate-the so called Weissberger biogenic oxidative system-which is one of the most potent generators of reactive oxygen species, namely •OH radicals. Ergothioneine, hercynine, or histidine were loaded into chitosan/hyaluronan

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