2497-02-1
Chemical Structure
N-Acetylhistidine
- CAS No.: 2497-02-1
- Formula:C8H11N3O3
- Molecular Weight:197.19
IUPAC Name: acetyl-L-histidine
InChIKey: KBOJOGQFRVVWBH-ZETCQYMHSA-N
SMILES: O=C(O)[C@H](CC1=CNC=N1)NC(C)=O
Biological Activity: N-Acetylhistidine is a compatible osmolyte in the brain, retina, and lens of poikilothermic vertebrates, and binds to E. coli HisJ with a Kd of 27 μM. N-Acetylhistidine participates in the regulatory volume decrease process under hypotonic stress, assists cells in restoring homeostatic volume, and acts as a gradient-driven molecular water pump, exerting a protective effect against hypotonic swelling. N-Acetylhistidine can be used in combination with glutamate to inhibit the cobalt-resistant postsynaptic component in the electroretinogram. N-Acetylhistidine reduces Ca2+-induced growth inhibition and restores cell growth. N-Acetylhistidine can be used in research related to cataracts, diabetic distal symmetric polyneuropathy, and stroke[1][2][3][4][5][6][7][8][9].
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N-Acetylhistidine | N-Acetylhistidine is a compatible osmolyte in the brain, retina, and lens of poikilothermic vertebrates, and binds to E. coli HisJ with a Kd of 27 μM. N-Acetylhistidine participates in the regulatory volume decrease process under hypotonic stress, assists cells in restoring homeostatic volume, and acts as a gradient-driven molecular water pump, exerting a protective effect against hypotonic swelling. N-Acetylhistidine can be used in combination with glutamate to inhibit the cobalt-resistant postsynaptic component in the electroretinogram. N-Acetylhistidine reduces Ca2+-induced growth inhibition and restores cell growth. N-Acetylhistidine can be used in research related to cataracts, diabetic distal symmetric polyneuropathy, and stroke. | |||||||||||||||||||||
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References
- [1]. Schwartz EA, et al. Synaptic transmission in amphibian retinae during conditions unfavourable for calcium entry into presynaptic terminals. The Journal of physiology. 1986 Jul;376:411-28.
- [2]. Paul S, et al. Ligand binding specificity of the Escherichia coli periplasmic histidine binding protein, HisJ. Protein science : a publication of the Protein Society. 2017 Feb;26(2):268-279.
- [3]. Rhodes JD, et al. N-acetylhistidine, a novel osmolyte in the lens of Atlantic salmon (Salmo salar L.). American journal of physiology. Regulatory, integrative and comparative physiology. 2010 Oct;299(4):R1075-81.
- [4]. Razzano V, et al. Poly-histidine grafting leading to fishbone-like architectures. RSC advances. 2018 Feb 23;8(16):8638-8656.
- [5]. Xu J, et al. Ultra-high performance liquid chromatography coupled to tandem mass spectrometry-based metabolomics study of diabetic distal symmetric polyneuropathy. Journal of diabetes investigation. 2023 Sep;14(9):1110-1120.
- [6]. Baslow MH. Function of the N-acetyl-L-histidine system in the vertebrate eye: Evidence in support of a role as a molecular water pump. Journal of Molecular Neuroscience. 1998 Jun;10(3):193-208.
- [7]. Ge Y, et al. Effects of highland barley β-glucan on gut microbiota composition and metabolism in vitro fermentation. Food Chemistry: X. 2025 Jan 1;25:102089.
- [8]. Baslow MH, et al. N-acetyl-L-histidine, a Prominent Biomolecule in Brain and Eye of Poikilothermic Vertebrates. Biomolecules. 2015 Apr 24;5(2):635-46. [Content Brief]
- [9]. Nakamura M, et al. Toxic acrolein production due to Ca(2+) influx by the NMDA receptor during stroke. Atherosclerosis. 2016 Jan;244:131-7.
