Boc-D-Lys(Z)-ol
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Boc-D-Lys(Z)-ol

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Category
Amino Alcohol
Catalog number
BAT-000609
CAS number
252940-35-5
Molecular Formula
C19H30N2O5
Molecular Weight
366.45
Boc-D-Lys(Z)-ol
IUPAC Name
benzyl N-[(5R)-6-hydroxy-5-[(2-methylpropan-2-yl)oxycarbonylamino]hexyl]carbamate
Synonyms
Boc-D-Lysinol(Z); 2-N-Boc-6-N-Cbz-D-Lysinol; (R)-(5-tert-Butoxycarbonylamino-6-hydroxyhexyl)carbamic acid benzyl ester
Purity
≥ 98% (HPLC)
Melting Point
62-68 º C
Storage
Store at 2-8 °C
InChI
InChI=1S/C19H30N2O5/c1-19(2,3)26-18(24)21-16(13-22)11-7-8-12-20-17(23)25-14-15-9-5-4-6-10-15/h4-6,9-10,16,22H,7-8,11-14H2,1-3H3,(H,20,23)(H,21,24)/t16-/m1/s1
InChI Key
MLAPMZGXJGUYNO-MRXNPFEDSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(CCCCNC(=O)OCC1=CC=CC=C1)CO
1. (S,Z)-1-Chloro-3-[(3,4,5-trimeth-oxy-benzyl-idene)amino]-propan-2-ol
Yun Ren, Shan Qian, Li Hai, Wei Fan, Yong Wu Acta Crystallogr Sect E Struct Rep Online. 2011 Jan 8;67(Pt 2):o245. doi: 10.1107/S1600536810053420.
In the title compound, C(13)H(18)ClNO(4), the two meth-oxy groups at the meta positions of the attached benzene ring are close to being coplanar with the ring [the meth-oxy C atoms deviate by 0.267 (7) and 0.059 (7) Å], whereas the third meth-oxy group at the para position is not coplanar with the benzene ring [methoxy C atom deviates by 1.100 (6) Å]. In the crystal, mol-ecules are linked into a chain along the a axis by O-H⋯N hydrogen bonds.
2. (Z)-3-Hexen-1-ol accumulation enhances hyperosmotic stress tolerance in Camellia sinensis
Shuangling Hu, Qinghua Chen, Fei Guo, Mingle Wang, Hua Zhao, Yu Wang, Dejiang Ni, Pu Wang Plant Mol Biol. 2020 Jun;103(3):287-302. doi: 10.1007/s11103-020-00992-2. Epub 2020 Apr 2.
Volatile components in fresh leaves are involved in the regulation of many stress responses, such as insect damage, fungal infection and high temperature. However, the potential function of volatile components in hyperosmotic response is largely unknown. Here, we found that 7-day hyperosmotic treatment specifically led to the accumulation of (Z)-3-hexen-1-ol, (E)-2-hexenal and methyl salicylate. Transcriptome and qRT-PCR analyses suggested the activation of linolenic acid degradation and methyl salicylate processes. Importantly, exogenous (Z)-3-hexen-1-ol pretreatment dramatically enhanced the hyperosmotic stress tolerance of tea plants and decreased stomatal conductance, whereas (E)-2-hexenal and methyl salicylate pretreatments did not exhibit such a function. qRT-PCR analysis revealed that exogenous ABA induced the expressions of related enzyme genes, and (Z)-3-hexen-1-ol could up-regulate the expressions of many DREB and RD genes. Moreover, exogenous (Z)-3-hexen-1-ol tremendously induced the expressions of specific LOX and ADH genes within 24 h. Taken together, hyperosmotic stress induced (Z)-3-hexen-1-ol accumulation in tea plant via the activation of most LOX, HPL and ADH genes, while (Z)-3-hexen-1-ol could dramatically enhance the hyperosmotic stress tolerance via the decrease of stomatal conductance and MDA, accumulation of ABA and proline, activation of DREB and RD gene expressions, and probably positive feedback regulation of LOXs and ADHs. KEY MESSAGE: Hyperosmotic stress induced (Z)-3-hexen-1-ol accumulation in Camellia sinensis via the up-regulation of most LOX, HPL and ADH genes, while (Z)-3-hexen-1-ol could dramatically enhance the hyperosmotic stress tolerance via the decrease of stomatal conductance, accumulation of proline, activation of DREB and RD gene expressions, and probably positive feedback regulation of LOXs and ADHs.
3. rac-(Z)-2-(2-Thienylmethylene)-1-azabicyclo[2.2.2]octan-3-ol
Vijayakumar N Sonar, M Venkatraj, Sean Parkin, Peter A Crooks Acta Crystallogr C. 2007 Aug;63(Pt 8):o493-5. doi: 10.1107/S0108270107033690. Epub 2007 Jul 26.
The asymmetric unit of the racemic form of the title compound, C(12)H(15)NOS, contains four crystallographically independent molecules. The olefinic bond connecting the 2-thienyl and 1-azabicyclo[2.2.2]octan-3-ol moieties has Z geometry. Strong hydrogen bonding occurs in a directed co-operative O-H...O-H...O-H...O-H R(4)(4)(8) pattern that influences the conformation of the molecules. Co-operative C-H...pi interactions between thienyl rings are also present. The average dihedral angle between adjacent thienyl rings is 87.09 (4) degrees.
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