Formation of glycine from HCN and H2O: A computational mechanistic study

Hyun Moo Lee; Joong Chul Choe

doi:10.1016/j.cplett.2017.02.079

Formation of glycine from HCN and H₂O: A computational mechanistic study

Hyun Moo Lee
, Joong Chul Choe

Department of Chemistry

Dongguk University

Research output: Contribution to journal › Article › peer-review

19 Scopus citations

Abstract

The potential energy surfaces for the formation of glycine from HCN and H₂O were determined from CBS-QB3 calculations. After the formation of a HCN trimer, amino malononitrile, amino malononitrile monoamide (3) was formed by a water addition reaction. Two pathways were found for the subsequent reaction, 3 + 2H₂O → glycine + HNCO + NH₃. One pathway involving an amino ketone was much more favored than the other pathway involving glycinamide. Addition of a water molecule as a catalyst greatly enhanced steps occurring by hydrogen rearrangement.

Original language	English
Pages (from-to)	6-10
Number of pages	5
Journal	Chemical Physics Letters
Volume	675
DOIs	https://doi.org/10.1016/j.cplett.2017.02.079
State	Published - 2017

Keywords

Astrobiology
Astrophysics
CBS calculation
Prebiotic chemistry
Reaction pathway

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title = "Formation of glycine from HCN and H2O: A computational mechanistic study",

abstract = "The potential energy surfaces for the formation of glycine from HCN and H2O were determined from CBS-QB3 calculations. After the formation of a HCN trimer, amino malononitrile, amino malononitrile monoamide (3) was formed by a water addition reaction. Two pathways were found for the subsequent reaction, 3 + 2H2O → glycine + HNCO + NH3. One pathway involving an amino ketone was much more favored than the other pathway involving glycinamide. Addition of a water molecule as a catalyst greatly enhanced steps occurring by hydrogen rearrangement.",

keywords = "Astrobiology, Astrophysics, CBS calculation, Prebiotic chemistry, Reaction pathway",

author = "Lee, \{Hyun Moo\} and Choe, \{Joong Chul\}",

note = "Publisher Copyright: {\textcopyright} 2017 Elsevier B.V.",

year = "2017",

doi = "10.1016/j.cplett.2017.02.079",

language = "English",

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TY - JOUR

T1 - Formation of glycine from HCN and H2O

T2 - A computational mechanistic study

AU - Lee, Hyun Moo

AU - Choe, Joong Chul

PY - 2017

Y1 - 2017

N2 - The potential energy surfaces for the formation of glycine from HCN and H2O were determined from CBS-QB3 calculations. After the formation of a HCN trimer, amino malononitrile, amino malononitrile monoamide (3) was formed by a water addition reaction. Two pathways were found for the subsequent reaction, 3 + 2H2O → glycine + HNCO + NH3. One pathway involving an amino ketone was much more favored than the other pathway involving glycinamide. Addition of a water molecule as a catalyst greatly enhanced steps occurring by hydrogen rearrangement.

AB - The potential energy surfaces for the formation of glycine from HCN and H2O were determined from CBS-QB3 calculations. After the formation of a HCN trimer, amino malononitrile, amino malononitrile monoamide (3) was formed by a water addition reaction. Two pathways were found for the subsequent reaction, 3 + 2H2O → glycine + HNCO + NH3. One pathway involving an amino ketone was much more favored than the other pathway involving glycinamide. Addition of a water molecule as a catalyst greatly enhanced steps occurring by hydrogen rearrangement.

KW - Astrobiology

KW - Astrophysics

KW - CBS calculation

KW - Prebiotic chemistry

KW - Reaction pathway

UR - https://www.scopus.com/pages/publications/85014469684

U2 - 10.1016/j.cplett.2017.02.079

DO - 10.1016/j.cplett.2017.02.079

M3 - Article

AN - SCOPUS:85014469684

SN - 0009-2614

VL - 675

SP - 6

EP - 10

JO - Chemical Physics Letters

JF - Chemical Physics Letters

ER -

Formation of glycine from HCN and H₂O: A computational mechanistic study

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Keywords

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