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D-Histidine

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].

Product Specifications

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

Available Sizes

Curated Selection

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