Highly sensitive and specific detection of histamine via the formation of a self-assembled magic number cluster with thymine by mass spectrometry

Abstract

A novel method for the detection of histamine (HIM) via the formation of a self-assembled magic number cluster with thymine (T) by electrospray ionization tandem mass spectrometry (ESI-MS/MS) is described. The formation of the magic number cluster [T17 + HIM + 2H](2+) shifts the MS signal of histamine to the interference-free higher mass range and the signal intensity is increased by four orders of magnitude. In addition, the formation of [T17 + HIM + 2H](2+) is highly specific to histamine compared with its metabolite and other similar biogenic amines, which may be attributed to both of its amino and imidazole groups. The linear dynamic range of the method is in the range of 1 nM-20 μM, and the limit of detection can be as low as 0.1 nM. The feasibility of this method is further demonstrated by the quantitative analysis of histamine in a red wine sample. Since little sample preparation or separation is required before the analysis, this method provides a rapid new way for the sensitive and specific detection of histamine by MS.

Quantitative analysis of biogenic polyamines in distilled drinks by direct electrospray ionization tandem mass spectrometry using a nanocontainer

“…However, if the host‐guest binding is selective and supramolecular structures survive the electrospray ionization (ESI) process, leading to stable gas‐phase complexes, the resulting ESI‐MS or ESI‐MS/MS signals can be used for analytical purposes. This concept has been applied to direct injection (infusion) analysis of small molecules using metal phthalocyanins, low molecular weight explosives and carboxylic acids using cyclodextrins, and drugs by following the formation of dimers and clusters …”

“…Direct injection methods show however limitations, mainly in samples having high complexity and containing non‐volatile compounds, such as salts. Extraction and/or fractionating procedures might be necessary before injection . Distilled drinks, such as spirits, contain mostly volatile compounds, making the detection of polyamines in these matrices potentially achievable by ESI‐MS with minimum sample processing.…”

“…This concept has been applied to direct injection (infusion) analysis of small molecules using metal phthalocyanins, [21] low molecular weight explosives and carboxylic acids using cyclodextrins, [22,23] and drugs by following the formation of dimers [24] and clusters. [25][26][27] The measured ion abundances under ESI-MS depend on several factors, including the analyte concentration, affinity to droplet surface and conformation, solution chemistry and transmission and detection conditions. [28][29][30][31] Direct injection methods show however limitations, mainly in samples having high complexity and containing non-volatile compounds, such as salts.…”

“…Extraction and/or fractionating procedures might be necessary before injection. [21][22][23][24][25][26][27][32][33][34][35] Distilled drinks, such as spirits, contain mostly volatile compounds, making the detection of polyamines in these matrices potentially achievable by ESI-MS with minimum sample processing. Although polyamines can be readily seen in the gas phase under positive polarity, their low molecular weight makes the quantification quite difficult.…”

Intriguing pH-modulated Luminescence Chameleon System based on Postsynthetic Modified Dual-emitting Eu3+@Mn-MOF and Its Application for Histidine Chemosensor

“…Amino acids are generally regarded as the essential fundamental units for proteins and polypeptides which participate in a variety of biological matter, such as in cellular functions, regulation, and metabolism, which are significant for the growth and development of living activity. , In addition to being a vital amino acid in many biological systems, histidine (His) is a neurotransmitter and plays an essential role in control of the transportation of some metal ions. − Histamine manufactured from His is responsible for a series of physiological processes. − Meanwhile, the fluctuation of His’ content is an essential index to reflect variety of potential diseases. For example, when taking in excessive His proteins, the intake will cause an important influence on advanced liver cirrhosis.…”