Z-Ala-Ala-OH

Name: Z-Ala-Ala-OH
Brand: ChemScene
Availability: InStock
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CAS No. 16012-70-7
Cat. No. CS-0133283
Purity≥98%
MDL No.MFCD00037234

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 16012-70-7

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General Information

CAS No. 16012-70-7
Cat. No. CS-0133283
Purity ≥98%
MDL No. MFCD00037234
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₈N₂O₅
Molecular Weight 294.30
Synonym(s) None
SMILES C[C@@H](C(O)=O)NC([C@H](C)NC(OCC1=CC=CC=C1)=O)=O

Description

Z-Ala-Ala-OH is a dipeptide derivative featuring a benzyloxycarbonyl (Z) group at the N-terminus and a free hydroxyl terminus. This configuration enables selective coupling in peptide synthesis, offering enhanced stability during handling and compatibility with standard activation protocols. The protected N-terminus facilitates controlled chain elongation in solid-phase and solution-phase workflows.

Application

Z-Ala-Ala-OH serves as a well-established dipeptide building block for peptide synthesis, offering robust bench stability and compatibility with standard coupling protocols. The N-terminal benzyloxycarbonyl (Z) group provides effective protection against racemization during activation, while the C-terminal carboxylic acid enables direct coupling or derivatization. Its orthogonal functionality supports sequential assembly in multi-step peptide workflows, making it a reliable component in the synthesis of bioactive peptides and peptidomimetics.

Synthesis

Route1
- In-stock
  
  2483-51-4
- ~70%
- In-stock
  
  16012-70-7
References
- Iida; Yoshimatsu; Sanekata; Fujita Chemical and Pharmaceutical Bulletin, 1990 , vol. 38, # 11 p. 2997 - 3003
Route2
- 56-41-7
- 76413-56-4
- ~87%
- In-stock
  
  16012-70-7
References
- Nagao, Yoshimitsu; Miyasaka, Tadayo; Seno, Kaoru; Fujita, Eiichi; Shibata, Daisuke; Doi, Etsushiro Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , p. 2439 - 2446
Route3
- 56-41-7
- In-stock
  
  1168-87-2
- ~77%
- In-stock
  
  16012-70-7
References
- Martynov, V. F.; Leont'eva, L. I.; Sorochinskaya, E. I.; Smirnov, A. O. J. Gen. Chem. USSR (Engl. Transl.), 1984 , vol. 54, # 2 p. 430 - 436,384 - 388

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 104.73
LogP 0.8906
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 6

Other Classifications

Life Science Amino Acids and their Derivatives Alanine and derivatives

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

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Z-Ala-Ala-OH

CAS No. 16012-70-7

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