Nα-Fmoc-Nim-Boc-D-histidine cyclohexylammonium salt
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Nα-Fmoc-Nim-Boc-D-histidine cyclohexylammonium salt

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Category
BOC-Amino Acids
Catalog number
BAT-004510
CAS number
210755-31-0
Molecular Formula
C26H27N3O6·C6H13N
Molecular Weight
576.70
Nα-Fmoc-Nim-Boc-D-histidine cyclohexylammonium salt
IUPAC Name
cyclohexanamine;(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[1-[(2-methylpropan-2-yl)oxycarbonyl]imidazol-4-yl]propanoic acid
Synonyms
Fmoc-D-His(Boc)-OH CHA; cyclohexanamine (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[1-[(2-methylpropan-2-yl)oxycarbonyl]imidazol-4-yl]propanoic acid
Purity
≥ 99% (TLC)
Melting Point
153-155 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C26H27N3O6.C6H13N/c1-26(2,3)35-25(33)29-13-16(27-15-29)12-22(23(30)31)28-24(32)34-14-21-19-10-6-4-8-17(19)18-9-5-7-11-20(18)21;7-6-4-2-1-3-5-6/h4-11,13,15,21-22H,12,14H2,1-3H3,(H,28,32)(H,30,31);6H,1-5,7H2/t22-;/m1./s1
InChI Key
UDEXYAHZNOKVIG-VZYDHVRKSA-N
Canonical SMILES
CC(C)(C)OC(=O)N1C=C(N=C1)CC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24.C1CCC(CC1)N
1. Cyclo-hexyl-ammonium nitrate
Abdulaziz A Bagabas, Mohamed F A Aboud, Ahsan M Shemsi, Emad S Addurihem, Zeid A Al-Othman, C S Chidan Kumar, Hoong-Kun Fun Acta Crystallogr Sect E Struct Rep Online. 2014 Feb 5;70(Pt 3):o253-4. doi: 10.1107/S1600536814002244. eCollection 2014 Mar 1.
In the title salt, C6H14N(+)·NO3 (-), the cyclo-hexyl ring adopts a chair conformation. The ammonium group occupies an equatorial position and the crystal struture is stabilized by inter-molecular N-H⋯O hydrogen-bonding inter-actions, resulting in a three-dimensional network.
2. Synthesis of α-D-Ribose 1-Phosphate and 2-Deoxy-α-D-Ribose 1-Phosphate Via Enzymatic Phosphorolysis of 7-Methylguanosine and 7-Methyldeoxyguanosine
Irina V Varizhuk, Vladimir E Oslovsky, Pavel N Solyev, Mikhail S Drenichev, Sergey N Mikhailov Curr Protoc. 2022 Jan;2(1):e347. doi: 10.1002/cpz1.347.
A simple and efficient method for the preparation of α-D-ribose 1-phosphate and 2-deoxy-α-D-ribose 1-phosphate, key intermediates in nucleoside metabolism and important starting compounds for the enzymatic synthesis of various modified nucleosides, has been proposed. It consists in near-irreversible enzymatic phosphorolysis of readily prepared hydroiodide salts of 7-methylguanosine and 7-methyl-2'-deoxyguanosine, respectively, in the presence of purine nucleoside phosphorylase. α-D-Ribose 1-phosphate and 2-deoxy-α-D-ribose 1-phosphate are obtained in near quantitative yields (by HPLC analysis) and 74%-94% yields after their isolation and purification. © 2022 Wiley Periodicals LLC. Basic Protocol 1: Preparation of α-D-ribose 1-phosphate barium salt (4a) Alternate Protocol 1: Preparation of 2-deoxy-α-D-ribose 1-phosphate barium salt (4b) Basic Protocol 2: Preparation of α-D-ribose 1-phosphate bis(cyclohexylammonium) salt (5a) Alternate Protocol 2: Preparation of 2-deoxy-α-D-ribose 1-phosphate bis(cyclohexylammonium) salt (5b).
3. Bis(cyclohexylammonium) 2,2'-disulfanediyldibenzoate
Xinting Wei, Jing Li, Handong Yin Acta Crystallogr Sect E Struct Rep Online. 2011 Jan 12;67(Pt 2):o319. doi: 10.1107/S1600536810054012.
In the title molecular salt, 2C(6)H(14)N(+)·C(14)H(8)O(4)S(2) (2-), the complete dianion is generated by crystallographic twofold symmetry and a twisted conformation is found [the C-S-S-C torsion angle is 87.13 (2)° and the dihedral angle between the rings is 83.4 (2)°]. In the crystal, inter-molecular N-H⋯O hydrogen bonds link the cations and anions.
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