Fmoc-Ala-Cl
Need Assistance?
  • US & Canada:
    +
  • UK: +

Fmoc-Ala-Cl

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

Category
Fmoc-Amino Acids
Catalog number
BAT-005291
CAS number
103321-50-2
Molecular Formula
C18H16NO3Cl
Molecular Weight
329.78
Fmoc-Ala-Cl
Synonyms
9H-fluoren-9-ylmethyl N-[(2S)-1-chloro-1-oxopropan-2-yl]carbamate; Fmoc-L-alanyl chloride; L-Fmoc-alanine chloride; Fmoc-L-Ala-Cl; Fmoc-alanine chloride
Purity
≧ 95%
InChI
InChI=1S/C18H16ClNO3/c1-11(17(19)21)20-18(22)23-10-16-14-8-4-2-6-12(14)13-7-3-5-9-15(13)16/h2-9,11,16H,10H2,1H3,(H,20,22)/t11-/m0/s1
InChI Key
AFMYCMGTXVCJCH-NSHDSACASA-N
Canonical SMILES
CC(C(=O)Cl)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
1. Influence of metal ions on glyphosate detection by FMOC-Cl
Peter Gros, Ashour A Ahmed, Oliver Kühn, Peter Leinweber Environ Monit Assess. 2019 Mar 26;191(4):244. doi: 10.1007/s10661-019-7387-2.
Glyphosate (GLP, N-(phosphonomethyl)glycine) is the most important broadband herbicide in the world, but discussions are controversial regarding its environmental behaviour and distribution. Residue analyses in a variety of environmental samples are commonly conducted by HPLC-MS where GLP needs to be derivatised with 9-fluoromethoxycarnonyl chloride (FMOC-Cl). Since this derivatisation reaction was suspected to be inhibited by metal ions in the sample matrix, the present study provides a comprehensive experimental study of the effect of metal ions (Al3+, Ca2+, Cd2+, Co2+, Cu2+, Fe2+, Fe3+, Mg2+, Mn2+, Zn2+) on derivatisation and GLP recovery. Results show that some metals (Cd2+, Co2+, Cu2+, Mn2+ and Zn2+) decreased the GLP recovery down to 19 to 59%. Complementary, quantum chemical modelling of 1:1 GLP-metal complexes as well as their reactivity with respect to FMOC-Cl was performed. Here, a decrease in reactivity of FMOC-Cl towards GLP-metal complexes is observed; i.e. the reaction is non-spontaneous in contrast to the free GLP case. The present results are in accord with previous studies and provide an explanation that full GLP recovery in different matrices was never reached. Remedy strategies to compensate for the inhibition effect are explored such as pH adjustment to acidic or alkaline conditions or addition of ethylenediaminetetraacetic acid (EDTA). In general, our results question the use of internal isotopic labelled standards (ILS) since this presupposes the presence of the analyte and the ILS in the same (free) form.
2. Fmoc N-hydroxysuccinimide ester: A facile and multifunctional role in N-glycan analysis
Chang Wang, Yike Wu, Sheng Liu, Liang Zhang, Bi-Feng Liu, Xin Liu Anal Chim Acta. 2020 Sep 22;1131:56-67. doi: 10.1016/j.aca.2020.07.044. Epub 2020 Jul 30.
N-glycans that are fluorescently tagged by glycosylamine acylation have become a promising way for glycan biomarker discovery. Here, we describe a simple and rapid method using Fmoc N-hydroxysuccinimide ester (Fmoc-OSu) to label N-glycans by reacting with their corresponding intermediate glycosylamines produced by microwave-assisted deglycosylation. After optimizing reaction conditions, this derivatization reaction can be effectively achieved under 40 °C for 1 h. Moreover, the comparison of fluorescent intensities for Fmoc-OSu, Fmoc-Cl and 2-AA labeling strategies were also performed. Among which, the fluorescent intensities of Fmoc-OSu labeled glycan derivatives were approximately 5 and 13 times higher than that labeled by Fmoc-Cl and 2-AA respectively. Furthermore, the developed derivatization strategy has also been applied for analyzing serum N-glycans, aiming to screen specific biomarkers for early diagnosis of lung squamous cell cancer. More interestingly, the preparation of free reducing N-glycan standards have been achieved by the combination of HPLC fraction of Fmoc labeled glycan derivatives and Fmoc releasing chemistry. Overall, this proposed method has the potential to be used in functional glycomic study.
3. Glyphosate in yam from Ghana
Abukari Wumbei, Liliane Goeteyn, Edelbis Lopez, Michael Houbraken, Pieter Spanoghe Food Addit Contam Part B Surveill. 2019 Dec;12(4):231-235. doi: 10.1080/19393210.2019.1609098. Epub 2019 May 2.
Glyphosate is used in Ghana on many crops including yam. There is the suspicion that there could be residue problems in the yam crop. Glyphosate as a polar compound is noted for its difficulty to be analysed in biological matrices. In this study, the method for glyphosate analysis based on FMOC-Cl derivatization was modified with a clean-up (CH2Cl2) step and validated to analyse glyphosate in yam by LC-MS/MS. The results showed that the validated method was efficient for the analysis of glyphosate in yam, with recoveries of 34%, linearity of 0.997, RSD of 7%, LOD of 0.04 mg kg-1, and LOQ of 0.12 mg kg-1. Out of 68 samples analysed from a field experiment and from markets, glyphosate was detected in 14 samples, but at levels below the LOQ. It is concluded that the yam contained glyphosate residues at very low levels which may not pose threat to human health.
Online Inquiry
Verification code
Inquiry Basket