SMB00978
L-Hercynine
≥95% (HPLC)
Synonym(s):
α-N,N,N-Trimethylhistidine, N-α-trimethyl histidine, Histidine-betaine
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About This Item
Empirical Formula (Hill Notation):
C9H15N3O2
CAS Number:
Molecular Weight:
197.23
NACRES:
NA.26
UNSPSC Code:
41116105
Assay:
≥95% (HPLC)
Form:
solid
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
InChI key
GPPYTCRVKHULJH-QMMMGPOBSA-N
SMILES string
C[N+](C)(C)[C@H](C([O-])=O)CC1=CN=CN1
assay
≥95% (HPLC)
form
solid
storage temp.
2-8°C
Quality Level
General description
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.
Features and Benefits
- Can be used in Metabolomics and Biochemical research
- High-quality compound suitable for multiple research applications
Other Notes
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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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