Ac-Dap(Boc)-OH (BAT-001284)
* For research use only

Category
BOC-Amino Acids
Catalog number
BAT-001284
CAS number
264235-86-1
Molecular Formula
C8H18N2O5
Molecular Weight
222.0
Ac-Dap(Boc)-OH
Synonyms
N-(t-butoxycarbonyl)-2(S)-acetylamino-beta-alanine; N-alpha-Acetyl-N-beta-(t-butoxycarbonyl)-L-alpha,beta-diaminopropionic acid
Purity
95%
InChI
InChI=1S/C10H18N2O5/c1-6(13)12-7(8(14)15)5-11-9(16)17-10(2,3)4/h7H,5H2,1-4H3,(H,11,16)(H,12,13)(H,14,15)/t7-/m0/s1
InChI Key
KLMPZGSRHWHQKF-ZETCQYMHSA-N
Canonical SMILES
CC(=O)NC(CNC(=O)OC(C)(C)C)C(=O)O
1.Genotypic Variation in the Concentration of β-N-Oxalyl-L-α,β-diaminopropionic Acid (β-ODAP) in Grass Pea (Lathyrus sativus L.) Seeds Is Associated with an Accumulation of Leaf and Pod β-ODAP during Vegetative and Reproductive Stages at Three Levels of Water Stress.
Xiong JL1,2, Xiong YC1, Bai X1, Kong HY1, Tan RY1, Zhu H1, Siddique KH2, Wang JY1, Turner NC2,3. J Agric Food Chem. 2015 Jul 15;63(27):6133-41. doi: 10.1021/acs.jafc.5b01729. Epub 2015 Jun 29.
Grass pea (Lathyrus sativus L.) cultivation is limited because of the presence in seeds and tissues of the nonprotein amino acid β-N-oxalyl-L-α,β-diaminopropionic acid (β-ODAP), a neurotoxin that can cause lathyrism in humans. Seven grass pea genotypes differing in seed β-ODAP concentration were grown in pots at three levels of water availability to follow changes in the concentration and amount of β-ODAP in leaves and pods and seeds. The concentration and amount of β-ODAP decreased in leaves in early reproductive development and in pods as they matured, while water stress increased β-ODAP concentration in leaves and pods at these stages. The net amount of β-ODAP in leaves and pods at early podding was positively associated with seed β-ODAP concentration at maturity. We conclude that variation among genotypes in seed β-ODAP concentration results from variation in net accumulation of β-ODAP in leaves and pods during vegetative and early reproductive development.
2.Determination of β-N-oxalyl-L-α,β-diaminopropionic acid and homoarginine in Lathyrus sativus and Lathyrus cicera by capillary zone electrophoresis.
Sacristán M1, Varela A, Pedrosa MM, Burbano C, Cuadrado C, Legaz ME, Muzquiz M. J Sci Food Agric. 2015 May;95(7):1414-20. doi: 10.1002/jsfa.6792. Epub 2014 Jul 22.
BACKGROUND: Lathyrus species as legumes represent an alternative protein source for human and animal nutrition. Heavy consumption of these species can lead to lathyrism, caused by the non-protein amino acid β-N-oxalyl-l-α,β-diaminopropionic acid (β-ODAP). Currently, there is no well-defined level below which β-ODAP is considered non-toxic. In this work, the β-ODAP content was determined in L. sativus and L. cicera samples to assess their potential toxicity. Homoarginine is another non-protein amino acid found in Lathyrus spp. with interesting implications for human and animal nutrition.
3.A novel potentiometric sensor for determination of neurotoxin β-N-oxalyl-L-α, β-diaminopropionic acid.
Isildak O1, Saymaz F1, Karadag A1, Korkmaz NO1, Attar A2. Biomed Res Int. 2014;2014:251653. doi: 10.1155/2014/251653. Epub 2014 May 20.
A novel potentiometric sensor based on ionophore (Cd(NH2CH2CH2OCH2CH2OCH2CH2NH2)Ag3(CN)5) for the determination of β-N-oxalyl-L-α, β-diaminopropionic acid (ODAP) is developed. The ODAP-selective membrane sensor demonstrates high sensitivity and short response time. The detection limit of the ODAP-selective membrane sensor is about 2 × 10(-6) mol L (-1) and the response time is shorter than 6 s. The linear dynamic range of the ODAP-selective membrane sensor is between ODAP concentrations of 1.0 × 10(-2) and 1 × 10(-6) mol L (-1). The ODAP-selective membrane sensor exhibits good operational stability for at least one week in dry conditions at 4-6°C. It has a reproducible and stable response during continuous work for at least 10 h with a relative standard deviation of 0.28% (n = 18).
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