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H-Ser-His-OH

Cat No.:V72472 Purity: ≥98%
H-Ser-His-OH is a short peptide with hydrolytic cleavage activity and an endogenously produced metabolite.
H-Ser-His-OH
H-Ser-His-OH Chemical Structure CAS No.: 67726-09-4
Product category: Endogenous Metabolite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50mg
Other Sizes
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Product Description
H-Ser-His-OH is a short peptide with hydrolytic cleavage activity and an endogenously produced metabolite.
H-Ser-His-OH (CAS: 67726-09-4) is the dipeptide composed of the amino acids serine (Ser) and histidine (His). It is a short peptide, a naturally occurring endogenous metabolite, and a product of protein digestion or catabolism. As a simple peptide, it serves as a valuable research tool for studying peptide chemistry, enzyme catalysis (proteases), and structure-activity relationships in biological systems.
Biological Activity I Assay Protocols (From Reference)
Targets
H-Ser-His-OH has no defined high-affinity drug target. As a dipeptide, it is a ligand for and substrate of various membrane-bound and intracellular peptidases. It is known to possess hydrolytic cleavage activity, suggesting it may act as a very simple primitive enzyme model or be involved in non-enzymatic peptide bond formation. Its primary research interest lies in its role as a building block and model compound for understanding protein folding and interactions.
ln Vitro
H-Ser-His-OH exhibits intrinsic hydrolytic cleavage activity in vitro. It has been studied as a minimalistic model for catalytic activity, capable of breaking down other peptide substrates. It is also a useful tool for studying the specificity of dipeptidases and proteases. In structural biology, it is used as a model compound to explore protein-ligand binding and catalytic mechanisms due to its simple, yet functionally relevant, molecular architecture.
ln Vivo
In vivo, H-Ser-His-OH is an incomplete breakdown product of protein catabolism. It does not have a distinct physiological role as a signaling molecule but rather exists as an intermediate awaiting further hydrolysis by enzymes into its constituent amino acids, serine and histidine. As a result, it is not associated with specific therapeutic effects; its role is purely metabolic. Its levels may reflect the rate of protein turnover in tissues.
Enzyme Assay
The in vitro activity of H-Ser-His-OH can be assessed in non-cellular biochemical assays. For example, its hydrolysis can be measured using purified enzyme preparations. The dipeptide is dissolved in a suitable reaction buffer (e.g., Tris-HCl or PBS) and incubated with a specific peptidase. The disappearance of the dipeptide or the appearance of free serine or histidine is then monitored over time using techniques like high-performance liquid chromatography (HPLC) or LC-MS.
Cell Assay
H-Ser-His-OH can be added to cell culture media to study peptide transport or metabolism. Cells are grown to confluence and then treated with the dipeptide at various concentrations. At specific time points, the media is sampled, and the cells are lysed. The samples are then analyzed by LC-MS to measure the rate of dipeptide uptake and its hydrolysis to free amino acids within the cell, providing insight into the activity of cellular peptidases and peptide transporters.
Animal Protocol
H-Ser-His-OH is not a drug and is rarely administered in animal experiments as a treatment. However, it could be used in a research context as a tracer. For instance, it could be injected intravenously into a rodent, and blood samples could be collected over time to measure its half-life. This would be done to study the activity of peptidases in the blood or its rate of clearance by the kidneys. More commonly, it is used as an analytical standard.
ADME/Pharmacokinetics
As a small, hydrophilic dipeptide, H-Ser-His-OH has a very short half-life in vivo. After absorption or injection, it is likely to be rapidly hydrolyzed by a wide variety of endo- and exopeptidases present in the blood, liver, and kidneys. Its volume of distribution is likely limited to extracellular fluid due to its polarity, and its primary route of elimination is through metabolic degradation rather than renal excretion of the intact molecule.
Toxicity/Toxicokinetics
H-Ser-His-OH is considered a low-toxicity research chemical. As a naturally occurring dipeptide, its constituent parts, serine and histidine, are low-toxicity amino acids. No specific acute toxicity data is available, but it should be handled with standard laboratory precautions. The primary concern would be for potential irritation, but it is not expected to be toxic by ingestion, as it would be broken down into harmless amino acids.
References

[1]. Effect on the mechanical properties of type I collagen of intra-molecular lysine-arginine derived advanced glycation end-product cross-linking. J Biomech. 2018 Jan 23;67:55-61.

Additional Infomation
Ser-His is a dipeptide composed of L-serine and L-histidine residues. It is a metabolite that is functionally related to L-serine and L-histidine.
H-Ser-His-OH is not an approved drug but a research-use biochemical. Its main applications are in biochemistry as a substrate for studying enzyme kinetics, in molecular biology as a model compound, and in peptide chemistry as a building block for larger peptides. It helps to elucidate the fundamental mechanisms of protein-ligand binding, catalytic processes, and the activity of enzymes involved in protein digestion.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C9H14N4O4
Molecular Weight
242.23
Exact Mass
242.102
CAS #
67726-09-4
PubChem CID
7016094
Appearance
White to off-white solid powder
LogP
-4.5
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
6
Heavy Atom Count
17
Complexity
286
Defined Atom Stereocenter Count
2
SMILES
C1=C(NC=N1)C[C@@H](C(=O)O)NC(=O)[C@H](CO)N
InChi Key
YZMPDHTZJJCGEI-BQBZGAKWSA-N
InChi Code
InChI=1S/C9H14N4O4/c10-6(3-14)8(15)13-7(9(16)17)1-5-2-11-4-12-5/h2,4,6-7,14H,1,3,10H2,(H,11,12)(H,13,15)(H,16,17)/t6-,7-/m0/s1
Chemical Name
(2S)-2-[[(2S)-2-amino-3-hydroxypropanoyl]amino]-3-(1H-imidazol-5-yl)propanoic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 20.83 mg/mL (85.99 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (8.59 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.08 mg/mL (8.59 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (8.59 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.1283 mL 20.6415 mL 41.2831 mL
5 mM 0.8257 mL 4.1283 mL 8.2566 mL
10 mM 0.4128 mL 2.0642 mL 4.1283 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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