The essential amino acid L-histidine is one of the three amino acids with a basic side chain, and is very hydrophilic in character. It contains an imidazole group in the side chain.
Application Notes
L-Histidine is used in cell culture media formulations used in biomanufacturing. L-Histidine has been used to study cultures of the human T-lymphoblastic leukemia cell line MOLT-4 to study modulation of apoptosis. Exogenous histidine has been shown to enhance the biosynthesis of lovastatin by cultured Aspergillus terreus. Histidine has been utilized as a single nitrogen source to probe swarming in Pseudomonas aeruginosa on agar. An in vivo study has used L-histidine to diminish the net secretory response of the small intestine of of cholera toxin-challenged mice.
Usage Statement
Unless specified otherwise, MP Biomedical's products are for research or further manufacturing use only, not for direct human use. For more information, please contact our customer service department.
| SKU | 0219468505 |
| Alternate Names | L-α-Amino-β-(4-imidazolyl)propionic acid monohydrochloride; (S)-α-amino-1H-imidazole-4-propanoic acid hydrochloride; glyoxaline-5-alanine hydrochloride;His |
| Application Notes | L-Histidine is used in cell culture media formulations used in biomanufacturing. L-Histidine has been used to study cultures of the human T-lymphoblastic leukemia cell line MOLT-4 to study modulation of apoptosis. Exogenous histidine has been shown to enhance the biosynthesis of lovastatin by cultured Aspergillus terreus. Histidine has been utilized as a single nitrogen source to probe swarming in Pseudomonas aeruginosa on agar. An in vivo study has used L-histidine to diminish the net secretory response of the small intestine of of cholera toxin-challenged mice. |
| Base Catalog Number | 19468505 |
| Beilstein Registry Number | 4168261 |
| Biochemical Physiological Actions | Because the pKa of the imidazole group is close to physiological pH, the imidazole moiety can be either uncharged or positively charged, depending on the local environment. This property makes histidine residues of exceptional interest in the active sites of many proteins, such as hemoglobin and myoglobin, where the imidazole ring can readily alternate between the charged (imidazolium) and uncharged (imidazole) states to participate in bond formation and breakage. Histidine is biosynthesized from ATP, 5-phosphoribosyl-1-pyrophosphate (PRPP), and glutamine. In turn, histidine is degraded to glutamate by histidase, urocanase, and imidazolonepropionase via the formation of urocanate, 4-imidazolone 5-propionate, and N-formiminoglutamate. |
| CAS # | 5934-29-2 |
| Grade | Cell Culture Grade |
| Melting Point | 254 °C(Lit.) |
| Molecular Formula | C6H9N3O2 • HCl • H2O |
| Molecular Weight | 209.6 |
| Optical Rotation | +9.5° ± 1° (c = 1, 6N HCl) |
| Pack Size | 5 g |
| Personal Protective Equipment | Eyeshields, Gloves, respirator filter |
| pH | 3 - 5(2% aq soln) |
| pKa | 1.80 (COOH), 9.33 (NH<sub>2</sub>), 6.04 (imidazole group)(Lit.) |
| RTECS Number | MS3119000 |
| Solubility | Soluble in water (50 mg/mL); insoluble in diethyl ether , methanol and alcohol. |
| Usage Statement | Unless specified otherwise, MP Biomedical's products are for research or further manufacturing use only, not for direct human use. For more information, please contact our customer service department. |
![DS [02194685]](https://www.mpbiochina.com/static/version1714032662/frontend/Mpbio/default/en_US/images/document.png "DS [02194685]")