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D-Histidine

CAT: 0804-HY-W012572-01Size: 5 gDry Ice: NoHazardous: No
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CAT#:0804-HY-W012572-01Size:5 g
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
D-Histidine is an anti-biofilm agent that targets bacterial quorum sensing systems (such as RhlI/RhlR pathway) and has antibacterial activity. D-Histidine works by non-covalently binding to bacterial regulatory factors or copper ion complexes, selectively inhibiting bacterial biofilm formation and motility. D-Histidine downregulates quorum sensing-related gene expression, reduces the synthesis of virulence factors (such as alginate and proteases), and interferes with bacterial membrane stability, inhibiting biofilm formation, promoting the disintegration of mature biofilms, and enhancing antibiotic sensitivity. D-Histidine is also an efficient catalyst for the salt-induced peptide formation (SIPF) reaction, which promotes the condensation of amino acids to form dipeptides (such as dialanine and dilysine) by forming a complex with copper ions (Cu2+) [1][2][3].
CAS Number
351-50-8
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Bacterial; Mitochondrial Metabolism
Type
Reference compound
Related Pathways
Anti-infection; Metabolic Enzyme/Protease
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Infection; Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/d-histidine.html
Purity
99.98
Solubility
H2O : 44.44 mg/mL (ultrasonic; adjust pH to 7 with 1 M HCl)
Smiles
OC([C@H](N)CC1=CN=CN1)=O
Molecular Formula
C6H9N3O2
Molecular Weight
155.16
Precautions
H302, H315, H319, H335
References & Citations
[1]Zhang H, et al. D-histidine combated biofilm formation and enhanced the effect of amikacin against Pseudomonas aeruginosa in vitro. Arch Microbiol. 2024 Mar 11;206 (4) :148.|[2]Fitz D, et al. The catalytic effect of L- and D-histidine on alanine and lysine peptide formation. J Inorg Biochem. 2008 Dec;102 (12) :2097-102.|[3]Ikeda Y, et al. L-histidine but not D-histidine attenuates brain edema following cryogenic injury in rats. Acta Neurochir Suppl. 2000;76:195-7.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported