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glycineXY

GlycineXY denotes a hypothetical class of glycine derivatives in which the alpha carbon carries two substituents X and Y in addition to the amino and carboxyl groups. In this representation, glycineXY retains the amino group and carboxyl group of glycine, while the hydrogen on the alpha carbon is replaced by X and Y, giving a tetra-substituted alpha carbon. Depending on the nature of X and Y, the molecule can be achiral or chiral, and its conformational properties vary with the steric and electronic characteristics of X and Y.

Proposed routes to glycineXY include functionalization of glycine derivatives at the alpha position, such as enolate

Physical properties depend on X and Y: solubility in water or organic solvents, pKa values of amino

In theoretical chemistry and biochemistry, glycineXY serves as a model for studying steric effects on peptide

Because glycineXY is not an established chemical, safety data are not standardized; standard handling applies for

alkylation
of
an
N-protected
glycine,
followed
by
introduction
of
the
second
substituent,
or
sequential
alkylation
of
glycine-derived
Schiff
bases,
with
subsequent
deprotection.
Because
this
class
is
hypothetical
in
real
chemistry,
practical
procedures
are
the
subject
of
theoretical
discussion
and
exploratory
research.
and
carboxyl
groups,
and
overall
charge
at
physiological
pH.
As
a
zwitterion
at
typical
pH
ranges,
the
amino
and
carboxyl
groups
maintain
charge
separation
despite
substitutions.
bond
formation,
conformational
analysis,
and
enzyme
recognition.
In
materials
science,
certain
derivatives
might
be
explored
as
building
blocks
for
peptidomimetics
or
polymeric
materials.
amino
acid
derivatives,
with
attention
to
potential
irritancy
or
toxicity
arising
from
specific
X
and
Y
groups.
Reference
to
vendor
data
should
be
consulted
when
X
and
Y
are
defined.