D(-)-allo-Threonine Chemical Properties

Melting point:

276 °C (dec.)(lit.)

alpha 

-33.5 º (c=1, 1N HCl 24 ºC)

Boiling point:

222.38°C (rough estimate)

Density 

1.3126 (rough estimate)

refractive index 

-10 ° (C=5, H2O)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Water (Slightly)

form 

Solid

pka

2.19±0.10(Predicted)

color 

White to Off-White

Water Solubility 

soluble

BRN 

1721644

InChIKey

AYFVYJQAPQTCCC-PWNYCUMCSA-N

CAS DataBase Reference

24830-94-2(CAS DataBase Reference)

NIST Chemistry Reference

D-allothreonine(24830-94-2)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

RTECS 

BA4050000

HS Code 

29225090

Toxicity

rat,LD50,intraperitoneal,6910mg/kg (6910mg/kg),BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)LUNGS, THORAX, OR RESPIRATION: DYSPNEA,Archives of Biochemistry and Biophysics. Vol. 64, Pg. 319, 1956.

MSDS

• Language:English Provider:D(-)-allo-Threonine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

D(-)-allo-Threonine Usage And Synthesis

Description

D(-)-allo-Threonine is an isomer of threonine. It is found as a constituent of an increasing group of biologically active peptides. Stereocontrolled syntheses of chiral and racemic key intermediates to thienamycin can be achieved from d-allo-threonine and trans-crotonic acid. 

References

https://www.alfa.com/en/catalog/H27050/
http://www.sigmaaldrich.com/catalog/product/sigma/t9643?lang=en&region=US

Chemical Properties

white crystalline powder

Uses

They are found as constituents of an increasing group of biologically active peptides. Stereocontrolled syntheses of chiral and racemic key intermediates to thienamycin from d-allo-threonine and trans-crotonic acid.

Definition

ChEBI: D-allothreonine is the D-enantiomer of allothreonine. It occurs as a component of peptido-lipids in certain bacteria. It has a role as a bacterial metabolite. It is an allothreonine and a D-alpha-amino acid. It is an enantiomer of a L-allothreonine. It is a tautomer of a D-allothreonine zwitterion.

Purification Methods

Recrystallise D-allothreonine from aqueous EtOH or 50% EtOH. [Elliot J Chem Soc 62 1950, Birnbaum et al. J Biol Chem 194 455 1952, IR: Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 1961, Beilstein 4 IV 3170.]

D(-)-allo-Threonine(24830-94-2)Related Product Information

• 3-Hydroxybutyric acid
• DL-4-Amino-3-hydroxybutyric acid
• Glycine
• D-3-HYDROXYBUTYRATE DEHYDROGENASE
• L-Threonine
• 4-Aminobutyric acid
• ALTRENOGEST
• (2S,3S)-(+)-ALLO-THREONINE,ALLO-THREONINE,ALLO-THREONINE(TBU)-OH,L-ALLO-THREONINE,L(+)-ALLO-THREONINE,O-T-BUTYL-L-ALLO-THREONINE,H-allo-Thr-OH(L-Allo-Threonine)
• DL-ALLO-THREONINE
• D-beta-Hydroxyvaline
• (2R,3R)-2-Amino-3-methyloxybutanoic acid
• 3-hydroxybutyric acid
• Ammonia
• (2R,3R)/(2S,3S)-RACEMIC FMOC-BETA-HYDROXY-PHENYLALANINE
• DL-ERYTHRO-3-PHENYLSERINE
• FMOC-(R)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID
• ETHYL-D-ERYTHRO-SPHINGOSINATE HYDROCHLORIDE
• N-BOC-(R)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID