N-α-Trityl-O-benzyl-L-homoserine diethylammonium salt
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N-α-Trityl-O-benzyl-L-homoserine diethylammonium salt

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Category
D-Amino Acids
Catalog number
BAT-001619
CAS number
1272755-09-5
Molecular Formula
C34H40N2O3
Molecular Weight
524.71
IUPAC Name
N-ethylethanamine;(2S)-4-phenylmethoxy-2-(tritylamino)butanoic acid
Synonyms
Trt-Hse(Bzl)-OH DEA; Trt-homoSer(Bzl)-OH DEA; N-Ethylethanamine; (2S)-4-phenylmethoxy-2-(tritylamino)butanoic acid
InChI
InChI=1S/C30H29NO3.C4H11N/c32-29(33)28(21-22-34-23-24-13-5-1-6-14-24)31-30(25-15-7-2-8-16-25,26-17-9-3-10-18-26)27-19-11-4-12-20-27;1-3-5-4-2/h1-20,28,31H,21-23H2,(H,32,33);5H,3-4H2,1-2H3/t28-;/m0./s1
InChI Key
NNPQDQMFKMVEBV-JCOPYZAKSA-N
Canonical SMILES
CCNCC.C1=CC=C(C=C1)COCCC(C(=O)O)NC(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4
1. Di-ethyl-ammonium di-hydrogen orthophosphate
Peter Held Acta Crystallogr Sect E Struct Rep Online. 2014 Jan 11;70(Pt 2):o129. doi: 10.1107/S1600536814000464. eCollection 2014 Feb 1.
In the title molecular salt, [NH2(CH2CH3)2][H2PO4], two unique types of cations and anions, which are configurationally very similar, are present in the asymmetric unit. Both ions form sheets approximately parallel to (-1-1) linked by weak hydrogen bonds. The inter-connection within and between the sheets is reinforced by O-H⋯O and N-H⋯O hydrogen bonds involving the tetra-hedral H2PO4 anions and the ammonium groups.
2. Charge-reversal nanoparticles: novel targeted drug delivery carriers
Xinli Chen, Lisha Liu, Chen Jiang Acta Pharm Sin B. 2016 Jul;6(4):261-7. doi: 10.1016/j.apsb.2016.05.011. Epub 2016 Jun 8.
Spurred by significant progress in materials chemistry and drug delivery, charge-reversal nanocarriers are being developed to deliver anticancer formulations in spatial-, temporal- and dosage-controlled approaches. Charge-reversal nanoparticles can release their drug payload in response to specific stimuli that alter the charge on their surface. They can elude clearance from the circulation and be activated by protonation, enzymatic cleavage, or a molecular conformational change. In this review, we discuss the physiological basis for, and recent advances in the design of charge-reversal nanoparticles that are able to control drug biodistribution in response to specific stimuli, endogenous factors (changes in pH, redox gradients, or enzyme concentration) or exogenous factors (light or thermos-stimulation).
3. Two polymorphs and the diethylammonium salt of the barbiturate eldoral
Thomas Gelbrich, Denise Rossi, Ulrich J Griesser Acta Crystallogr C. 2012 Feb;68(Pt 2):o65-70. doi: 10.1107/S0108270111055120. Epub 2012 Jan 6.
Polymorph (Ia) of eldoral [5-ethyl-5-(piperidin-1-yl)barbituric acid or 5-ethyl-5-(piperidin-1-yl)-1,3-diazinane-2,4,6-trione], C(11)H(17)N(3)O(3), displays a hydrogen-bonded layer structure parallel to (100). The piperidine N atom and the barbiturate carbonyl group in the 2-position are utilized in N-H···N and N-H···O=C hydrogen bonds, respectively. The structure of polymorph (Ib) contains pseudosymmetry elements. The two independent molecules of (Ib) are connected via N-H···O=C(4/6-position) and N-H···N(piperidine) hydrogen bonds to give a chain structure in the [100] direction. The hydrogen-bonded layers, parallel to (010), formed in the salt diethylammonium 5-ethyl-5-(piperidin-1-yl)barbiturate [or diethylammonium 5-ethyl-2,4,6-trioxo-5-(piperidin-1-yl)-1,3-diazinan-1-ide], C(4)H(12)N(+)·C(11)H(16)N(3)O(3)(-), (II), closely resemble the corresponding hydrogen-bonded structure in polymorph (Ia). Like many other 5,5-disubstituted derivatives of barbituric acid, polymorphs (Ia) and (Ib) contain the R(2)(2)(8) N-H···O=C hydrogen-bond motif. However, the overall hydrogen-bonded chain and layer structures of (Ia) and (Ib) are unique because of the involvement of the hydrogen-bond acceptor function in the piperidine group.
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