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Histidine ball and stick model spinning. Histidine (symbol His or H) [2] is an essential amino acid that is used in the biosynthesis of proteins.It contains an α-amino group (which is in the protonated –NH 3 + form under biological conditions), a carboxylic acid group (which is in the deprotonated –COO − form under biological conditions), and an imidazole side chain (which is partially ...
A higher value for pK aH corresponds to a stronger base. For example, the values pK aH (C 5 H 5 N) = 5.25 and pK aH ((CH 3 CH 2) 3 N) = 10.75 indicate that (CH 3 CH 2) 3 N (triethylamine) is a stronger base than C 5 H 5 N (pyridine).
^a CID 71083 from PubChem (D-histidine) ^a CID 6274 from PubChem (L-histidine) This page was last edited on 12 April 2023, at 11:40 (UTC). Text is ...
See Amino acid for the pK a values of all amino acid side chains inferred in such a way. There are also numerous experimental studies that have yielded such values, for example by use of NMR spectroscopy. The table below lists the model pK a values that are often used in a protein pK a calculation, and contains a third column based on protein ...
The value for Arg is from Pace et al. (2009). [7] The value for Sec is from Byun & Kang (2011). [8] N.D.: The pKa value of Pyrrolysine has not been reported. Note: The pKa value of an amino-acid residue in a small peptide is typically slightly different when it is inside a protein.
This occurs halfway between the two carboxylate pKa values: Similar considerations apply to other amino acids with ionizable side-chains, including not only glutamate (similar to aspartate), but also cysteine, histidine, lysine, tyrosine and arginine with positive side chains.
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Imidazole is the side chain of histidine and is typically used at a concentration of 150 - 500 mM for elution. Histidine or histamine can also be used. Decrease in pH; When the pH decreases, the histidine residue is protonated and can no longer coordinate the metal tag, allowing the protein to be eluted.